scholarly journals Terminal Alkyne Coupling Reactions through a Ring: Mechanistic Insights and Regiochemical Switching

2018 ◽  
Vol 57 (37) ◽  
pp. 12003-12006 ◽  
Author(s):  
Caroline M. Storey ◽  
Matthew R. Gyton ◽  
Rhiann E. Andrew ◽  
Adrian B. Chaplin
2018 ◽  
Vol 130 (37) ◽  
pp. 12179-12182 ◽  
Author(s):  
Caroline M. Storey ◽  
Matthew R. Gyton ◽  
Rhiann E. Andrew ◽  
Adrian B. Chaplin

2020 ◽  
Vol 49 (46) ◽  
pp. 16649-16652
Author(s):  
Thomas M. Hood ◽  
Adrian B. Chaplin

“Switching on” a metal's capacity to promote terminal alkyne coupling reactions using a macrocyclic pincer ligand.


2020 ◽  
Vol 26 (64) ◽  
pp. 14715-14723 ◽  
Author(s):  
Caroline M. Storey ◽  
Matthew R. Gyton ◽  
Rhiann E. Andrew ◽  
Adrian B. Chaplin

Synthesis ◽  
2021 ◽  
Author(s):  
Felipe C. Demidoff ◽  
Leandro L. de Carvalho ◽  
Eduardo José P. Rodrigues Filho ◽  
Andréa Luzia F. de Souza ◽  
Chaquip D. Netto

AbstractFunctionalized 1,4-naphthoquinones have been employed as versatile synthons in organic synthesis, in addition to presenting a large array of biological activities. Herein, the applications of 2-amino-/ acetylamino-substituted 3-iodo-1,4-naphthoquinones in cross-coupling reactions are described to successfully afford sixteen novel 3-styryl-1,4-naphthoquinones (amino-stilbene-quinone hybrids) and four 3-alkynyl-1,4-naphthoquinone in overall good yields. Interestingly, the alkynylated derivatives could be obtained from ligand- and Pd-free CuI-mediated cross-coupling reactions, after extensive investigations to exclude Pd as a co-catalyst. Lastly, the desilanized terminal alkyne was subjected to click chemistry reactions to give two novel triazole-1,4-naphthoquinone hybrids.


1997 ◽  
Vol 16 (12) ◽  
pp. 2698-2708 ◽  
Author(s):  
Wen-Yann Yeh ◽  
Chi-Lin Ho ◽  
Michael Y. Chiang ◽  
I-Ting Chen

Synthesis ◽  
2020 ◽  
Vol 52 (16) ◽  
pp. 2387-2394 ◽  
Author(s):  
Jorge A. Cabezas ◽  
Natasha Ferllini

A regiospecific palladium-catalyzed cross-coupling reaction using the operational equivalent of the dianion 1,3-dilithiopropyne, with aromatic iodides is reported. This reaction gives high yields of 1-propyn-1-yl-benzenes and 2-(propyn-1-yl)thiophenes in the presence of catalytic amounts of palladium(0) or (II) and stoichiometric amounts of copper iodide. No terminal alkyne or allene isomers were detected. Reaction conditions were very mild and several functional groups were tolerated.


ChemInform ◽  
2004 ◽  
Vol 35 (31) ◽  
Author(s):  
Karen M. Miller ◽  
Torsak Luanphaisarnnont ◽  
Carmela Molinaro ◽  
Timothy F. Jamison

Sign in / Sign up

Export Citation Format

Share Document