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1 er [3 + 2] cycloaddition of the azide on the alkyne.
2 ty was achieved in the case of unsymmetrical alkynes.
3 for a broad range of aryl and alkyl terminal alkynes.
4 several different alkyl and aryl substituted alkynes.
5 c hydrophosphination of unactivated internal alkynes.
6 xhibit remarkable reactivity toward terminal alkynes.
7 tion of terminal and functionalized internal alkynes.
8 ization and cycloisomerization starting from alkynes.
9 he selective CuAAC reaction of less reactive alkynes.
10 such as C-H borylation and hydrogenation of alkynes.
11 tions in the presence of various alkenes and alkynes.
12 ve for the hydrogenation of a broad range of alkynes.
13 tes organozirconocenes only from alkenes and alkynes.
14 ibosome interactions caused by the different alkynes.
15 ree -NH2 group of pyrazoles and -OH group of alkynes.
16 northodox trans-hydrometalations of internal alkynes.
17 ambient conditions in one pot/one step from alkynes.
18 e 1-bromo-2-isopropenylbenzenes and internal alkynes.
19 he regioselectivity in reactions of internal alkynes.
22 ir (FLP) chemistry enables a rare example of alkyne 1,2-hydrocarbation with N-methylacridinium salts
24 ugation, a hydrophilic spacer, and either an alkyne (6), triazole (7), or piperazine (8) link to the
26 te being less electrophilic than other known alkyne-activating reagents and then providing chloride f
27 ed a rate-determining AdE3 mechanism wherein alkyne activation by neutral ClBcat is concerted with cy
28 electivity (up to 85% ee) for a simple alkyl alkyne addition to the N-(diphenylphosphinoyl)imines.
33 ative (Z)-beta-iodoenol esters with terminal alkynes, alkynols, and 1,3-enynes allowed also the acces
35 groups-from amines and halides to arenes and alkynes-along with their air and moisture stability, has
36 ylic amines via the Cu(I)-catalyzed aldehyde-alkyne-amine reactions (A(3) coupling) was accomplished.
37 groups (halides, boronic acids, alkenes, and alkynes, among other groups) but carried inactive substi
38 nt on the remote terminus of the diynophilic alkyne and (ii) an analogous series of dienophilic alkyn
39 ed coupling between an advanced intermediate alkyne and a Weinreb amide to complete the C1-C13 alkyl
40 gh sequential hydroazidation of the terminal alkyne and addition of a sulfonyl radical to the resulta
41 ith a range of symmetrical and unsymmetrical alkyne and alkene dipolarophiles to afford densely subst
42 ole upon cycloaddition within the gorge from alkyne and azide reactants bound at the two sites, respe
46 ed: first hydrocarbonylative coupling of the alkyne and the alkyl iodide, followed by reduction of th
47 ilver(I) chiral phosphate activates both the alkyne and the indole nucleophile in the initial cycliza
49 I)-catalyzed [2+2] cycloaddition of terminal alkynes and alkenes has been achieved using non-C2-chira
50 ts for [3+2] cycloaddition reactions between alkynes and azides (i.e., "Click" reactions) at room tem
52 Reaction of cyclic secondary amines with 1-alkynes and copper(I) chloride at 110-120 degrees C give
53 ese multicomponent reactions couple alkenes, alkynes and diazenes to form either alpha,beta-unsaturat
56 of aryl boronic acids together with terminal alkynes and perfluoroalkyl iodides in the presence of ca
57 sents a formal hydroacylation of alkenes and alkynes and provides chromanol derivatives in good yield
58 f-activating catalyst in reactions involving alkynes and readily mediates both enyne cyclization and
59 surfaces to give the corresponding terminal alkynes and silyl esters, which is supported by density
60 he cooperative relationship of the aldehyde, alkyne, and ligand in influencing enantioselectivity.
61 ree-component coupling of C(sp(2) )-H bonds, alkynes, and halogenating agents to give alkenyl halides
62 kenylation with olefins, hydroarylation with alkynes, and iodination with N-iodosuccinimide is report
63 fficient one-pot annulation of arylidenones, alkynes, and nitriles in the presence of BF3.OEt2 is des
64 ha-functional groups, as well as alkenes and alkynes, and rapid access to diverse sterically hindered
67 evels of regioselectivity when unsymmetrical alkynes are used that carry an -OH or -NHR group in vici
68 toichiometric by-products, the recent use of alkynes as allylmetal precursors enables completely atom
69 a dipeptide gelator decorated with azide and alkyne at its termini, N3-Ala-Val-NHCH2-C identical with
74 he designed protocol was well implemented on alkynes bearing long alkyl chain, an alicyclic ring, hyd
75 .5 nm) and soluble GNRs using a nonoxidative alkyne benzannulation strategy promoted by Bronsted acid
76 ALDI matrix molecules), pi-ligands (alkenes, alkynes, benzene, and substituted benzenes), miscellaneo
77 pin and conformational dynamics in symmetric alkyne-bridged multi[copper(II) porphyrin] structures ha
79 from dual activation of the pendant terminal alkyne by silver(I) and the ketone moiety through transi
81 utilizes alkenes as synthetic equivalents of alkynes by coupling homoallylic ring expansion to yield
83 alkenylation of arenes and heteroarenes with alkynes by transition metal catalyzed reactions, Bronste
86 nstrate that the hydroallylation of internal alkynes can be used in the regio- and diastereoselective
87 koxy quinolines via an oxonium ion triggered alkyne carboamination sequence involving C-C and C-N bon
89 -mediated annulation chemistry where initial alkyne-carbonyl coupling is followed by a second, now in
91 inc, and propargylamine intermediates from 1-alkynes, chiral (S)-diphenyl(pyrrolidin-2-yl)methanol, a
95 cyclopropane rearrangement is enhanced by an alkyne-Co2(CO)6 complex bonded to the para position of a
97 different stabilities between the classical alkyne complexes of Pt(II) and their drastically more re
99 cation (FLI) tag that can be attached to any alkyne-containing ligand via Cu(I)-catalyzed cycloadditi
103 isplays a broad scope of carboxylic acid and alkyne coupling partners, and can tolerate an array of f
106 hiral peropyrenes were formed after a 4-fold alkyne cyclization reaction promoted by triflic acid.
109 audinger ligation and copper catalyzed azide alkyne cycloaddition (CuAAC) reactions to synthesize het
110 Post-DNA synthesis copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with a variety of
113 degrees C resulted in the topochemical azide-alkyne cycloaddition (TAAC) polymerization to 1,4-triazo
114 enylalanine to Uox and strain-promoted azide-alkyne cycloaddition allowed the conjugation of fatty ac
116 protein shell through strain-promoted azide-alkyne cycloaddition and spontaneous concentration of th
119 hat is followed by the Cu(I)-catalyzed azide-alkyne cycloaddition ligation and by biomimetic formatio
120 eveloped chain-growth copper-catalyzed azide-alkyne cycloaddition polymerization, two structural para
122 ed in conjunction with strain-promoted azide-alkyne cycloaddition to generate distinct bioconjugates
123 - 3.3 pmol.cm(-2), and copper-mediated azide-alkyne cycloaddition was used to attach a small molecule
124 don reassignment, and copper-catalyzed azide-alkyne cycloaddition, we can overcome these challenges f
125 s was demonstrated by copper-catalyzed azide-alkyne cycloaddition, with 1,3,5-triethynylbenzene, form
127 tion modification via copper-catalyzed azide-alkyne cyloaddition was enabled by the inclusion of term
128 tion proceeds by a novel mechanism involving alkyne dehydrocarbation with a carbon Lewis acid based F
129 ssfully conjugated with Alexa Fluor 488 DIBO alkyne, demonstrating that this approach is generally ap
131 port a kinetic and spectroscopic analysis of alkyne-dependent chemoselectivity in the copper-catalyze
132 nctional role by sequentially activating the alkyne, despite being less electrophilic than other know
134 t elevated temperatures, and the use of aryl alkyne dipolarphiles under catalyst-free conditions.
135 derivatives equipped with clickable (azide, alkyne, double bond, or thiol precursor) moieties, start
136 ation of a vinyl cation from arylglyoxal and alkyne, electrophilic addition of the vinyl cation to th
137 c substrates bind more tightly than ordinary alkynes; even the electronically coupled triple bonds of
138 y the addition of an arylboronic acid to the alkyne, followed by cyclization of the resulting alkenyl
139 -catalyzed additions of arylboronic acids to alkynes, followed by enantioselective cyclizations of th
140 as been achieved through aminopalladation of alkynes, followed by intramolecular nucleophilic additio
141 different kinetic behavior (zeroth order in alkyne for MoF9 derivatives instead of first order for t
142 d for the synthesis of terminal and internal alkynes from the nickel-catalyzed decarboxylative coupli
143 method that affords terminal and substituted alkynes from various carboxylic acids is described using
144 hout the need for a protecting group for the alkyne-functional initiator: (1) maintaining low tempera
146 el chemical probe of DMF by incorporating an alkyne functionality and found that DMF covalently modif
147 ates having aryl or heteroaryl groups on the alkyne functionality fruitfully participated in the one-
150 gand, the reaction tolerates a wide range of alkynes furnishing the products in high yields and excel
151 various SNO-OCTs significantly affected the alkyne geometries, thus illustrating a new strategy for
152 an ynone, modified Stryker reduction of the alkyne, global deprotection, and oxidation of the result
153 ) state decays back to the planar and linear alkyne ground state on a time scale decreasing from a fe
157 lkyne signals result from the integration of alkyne groups into the rigid backbone and the delocalize
158 enters enables introduction of an orthogonal alkyne handle into monoclonal or polyclonal antibodies f
159 nnulation of 2H-chromene-3-carboxamides with alkynes has been achieved by using the directing group n
160 mploying an oxidative Glaser-Hay coupling of alkynes has been applied toward the synthesis of the mac
161 des, a novel class of double aza-substituted alkyne, has been established by the copper(I)-catalyzed
164 A(3) couplings and C-H functionalization of alkynes, have been described and organized on the basis
167 Arrays of nucleophiles including olefins, alkynes, heterocycles, and epoxides are competent traps
172 in an efficient manner by rhodium-catalyzed alkyne hydroboration and palladium-catalyzed coupling re
176 termediate species is preferred for terminal alkynes, in contrast to the generally accepted migratory
177 itial gold-promoted adduct of the oxidant to alkyne, including its fragmentation into a highly reacti
178 kyne + Ti imido coupling, undergoes a second alkyne insertion followed by reductive elimination to yi
180 metal catalysts convert terminal or internal alkynes into transient allylmetal species that display e
181 er mild conditions and low catalyst loading, alkynes, iodoperfluoroalkanes, (hetero)arylboronic acids
184 al intramolecular vicinal 1,2-diamination of alkynes is achieved for the synthesis of indole-cyclic u
185 A metal-free aminoarylation of internal alkynes is described, yielding tetrasubstituted enaminoa
190 biological samples by mass spectrometry and alkyne-labeled 1c can be employed for toxin derivatizati
193 ment with base in the presence of alkenes or alkynes leads to alpha-methoxyenone-containing bicyclic
194 e hydroallylation of functionalized internal alkynes leads to the formation of skipped dienes contain
195 ier measurements on porphyrin oligomers with alkyne linkers exhibiting different preferred conformati
198 e give access to functionalized ring-opening alkyne metathesis polymerization (ROAMP) initiators [R-C
199 ating molybdenum species in the ring-opening alkyne metathesis polymerization (ROAMP) of ring-straine
200 that the initiation step of the ring-opening alkyne metathesis polymerization of 5,6,11,12-tetradehyd
201 roceed through dinitrogen extrusion, carbene/alkyne metathesis, and aromatic substitution to form fus
202 hen a triethylsilyl group is attached to the alkyne moiety and so generating alkenylsilanes that can
208 and (ii) an analogous series of dienophilic alkynes (n-C7H15COC identical withCR) for use in classic
212 ntioselectivity, even in cases with internal alkynes possessing only very subtle steric differences b
213 BCl3 -induced borylative cyclization of aryl-alkynes possessing ortho-EMe (E=S, O) groups represents
215 al and computational data now prove that the alkyne primarily acts as a four-electron donor ligand to
219 A study of the hydrocupration of internal alkynes provides new insight into the structure, stabili
220 was effective with a wide range of internal alkynes, providing products in a highly selective fashio
221 estrictions on homoallylic ring expansion in alkyne reactions and to develop a new general route for
222 , new tridecafullerenes-in which the central alkyne scaffold of [60]fullerene is connected to 12 suga
226 ally, an inexpensive, commercially available alkyne source is employed in this formal homologation pr
227 riazine electron donor-acceptor dyad with an alkyne spacer has been investigated using a combination
229 ) (PPE) derivatives, are explored for use as alkyne-state-dependent Raman probes for living cell imag
230 or some target molecules, including terminal alkynes, strained rings, electronegative substituents, o
231 o-H dipyrrin featuring a conjugated terminal alkyne substituent was converted to its corresponding di
233 Depending on the nature of the CAAC and alkyne substituents, these radicals can irreversibly dim
235 up to 49%) in acidic C-H bonds of ketone and alkyne substrates (pKa from 18.7 to 28.8) was found at r
240 proceed through a concerted mechanism as in alkyne syn-hydroboration, or through an intramolecular 1
243 reaction of pyrazoles and benzpyrazoles onto alkynes takes place chemoselectively without affecting t
244 coupling is not problematic in ARGET-ATRP of alkyne-terminated polymers because a reducing agent is p
246 alyzes the dearomatizing spirocyclization of alkyne-tethered aromatics far more effectively than the
248 SNO-OCTs are eight-membered heterocyclic alkynes that have fast rates of reactivity with 1,3-dipo
249 o isomers involved symmetrical disubstituted alkynes that were reduced to Z-olefins followed by borep
250 e the myriad of Au(I)-catalyzed reactions of alkynes, the mono Au(I)-catalyzed pendant to the radical
251 tes beyond 1,3-dienes to include olefins and alkynes; this provides a new synthetic route to valuable
252 clobutene intermediate, resulting from [2+2] alkyne + Ti imido coupling, undergoes a second alkyne in
253 R data reveal the occurrence of an efficient alkyne to allene isomerization of the spacer with a time
254 ioselective chloropalladation of an internal alkyne to generate a nucleophilic vinyl Pd(II) species,
255 eloped for [6 + 2] cycloaddition of terminal alkynes to 1,3,5,7-cyclooctatetraene to give substituted
256 hanism for the initial reaction of HONO with alkynes to form acyloximes (e.g., 13c) has been explored
258 is also compatible with allenes in place of alkynes to furnish tetrasubstituted alkenyl halides, sho
259 atalyst-free formal thioboration reaction of alkynes to gain mechanistic insight into B-chlorocatecho
261 oupling between alpha-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carb
262 hat undergo cycloaddition with unsymmetrical alkynes to give indolizidines with good regio- and stere
263 ediate formed in situ by hydroamination of 1-alkynes to give the corresponding propargylamine derivat
265 ,3-dioxolanes and dioxanes by trimethylsilyl alkynes to set diol-derived propargyl trimethylsilyl bis
266 ed the reactivity of the conjugated terminal alkyne toward Lewis-activated electrophilic substitution
268 ng from benzaldehydes, 2-aminothiazoles, and alkynes under copper(I,II) catalysis was developed.
269 ety of substituted arylglyoxals and internal alkynes undergo the transformation in the presence of Fe
270 the mono Au(I)-catalyzed dimerization of two alkyne units as well as the transannular ring closure re
271 to the radical dimerization of nonconjugated alkyne units has not been investigated by quantum chemic
273 es onto functionalized terminal and internal alkynes using a super basic solution of KOH/DMSO has bee
274 n ketone beta-C(sp(3))-H bonds and aliphatic alkynes using an in situ-installed directing group.
276 lation (formal hydrotrifluoromethylation) of alkynes using the fluoroform-derived [CuCF3] reagent is
279 ging due to synergetic enhancement effect of alkyne vibrations in Raman-silent region compared to alk
282 t oxidative coupling of phenols and terminal alkynes was achieved at room temperature by a visible-li
283 heterocycloaddition of a urea-functionalized alkyne, well-defined precatalyst 3 provides high regiose
284 ariety of functionality including azides and alkynes were installed on tri-N-acetylglucosamine (NAG)3
285 ng group) cascade transformations of skipped alkynes where the reactivity of the key radical precurso
286 ble C-H activation by employing an excess of alkyne, where both annulation and hydroarylation took pl
288 hanism for the gold(I)-catalyzed reaction of alkynes with alkenes is proposed on the basis of density
289 es of the sigma-bond metathesis of silylated alkynes with aromatic carboxylic acids on the Ag(111) an
292 ed method for the 1,1-diboration of terminal alkynes with bis(pinacolato)diboron (B2Pin2) is describe
294 catalyze the cis-selective hydrogenation of alkynes with higher rates, conversions, and selectivitie
296 e hydroallylation of terminal alkyl and aryl alkynes with simple allyl phosphates and 2-substituted a
297 ntermolecular aminosulfonylation of terminal alkynes with sodium sulfinates and TMSN3 is reported.
299 hydrocarbonylative C-C coupling of terminal alkynes with unactivated alkyl iodides has been develope
300 A direct hydroalkylation of disubstituted alkynes with unfunctionalized ethers and amides was achi
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