Gold-Catalyzed C(sp2)-C(sp) Coupling by Alkynylation through Oxidative Addition of Bromoalkynes

被引：42

作者：

Yang, Yangyang ^{[1
]}

Schiessl, Jasmin ^{[1
]}

Zallouz, Sirine ^{[1
]}

Goeker, Verena ^{[1
]}

Gross, Juergen ^{[1
]}

Rudolph, Matthias ^{[1
]}

Rominger, Frank ^{[1
]}

Hashmi, A. Stephen K. ^{[1
,2
]}

机构：

[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

[2] King Abdulaziz Univ, Chem Dept, Fac Sci, Jeddah 21589, Saudi Arabia

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 41期

关键词：

allenes; cross-coupling; gold catalysis; heterocycles; oxidative addition; INJECTION FIELD DESORPTION/IONIZATION; VISIBLE-LIGHT PHOTOREDOX; PHOTOSENSITIZER-FREE; ORGANOGOLD COMPOUNDS; ACTIVATION; COMPLEXES; REACTIVITY;

D O I：

10.1002/chem.201902213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A gold(I)-catalyzed cascade cyclization-alkynylation of allenoates using alkynyl bromide to generate beta-alkynyl-gamma-butenolides was investigated. Whereas alkynyl iodides afforded significant amounts of the homo-coupling of two lactone units, alkynyl bromides led to a selective reaction, and a broad functional group tolerance was observed. Under the optimized reaction conditions, it was possible to directly synthesize a large range of beta-alkynyl-gamma-butenolides in moderate to good yields without the need for any external oxidant.

引用

页码：9624 / 9628

页数：5

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