期刊
ORGANIC CHEMISTRY FRONTIERS
卷 6, 期 9, 页码 1513-1540出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo00243j
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资金
- Spanish MINECO [MINECO-17-CTQ2016-76794-P, MINECO-17-CTQ2016-76840-R]
- Principality of Asturias [FC-GRUPIN-IDI/2018/000231]
Gold carbene complexes have been recognized as common intermediates in gold-catalyzed organic syntheses. In this field, alpha-imino gold carbene complexes, in the last few years, have emerged as valuable intermediates toward the synthesis of N-heterocycles. This review is dedicated toward formulating a comprehensive compilation of the different methodologies for heterocyclic synthesis, postulating the participation of alpha-imino gold carbene complexes as intermediates. In addition to the scarce examples involving the direct formation of alpha-imino diazo compounds from gold decomposition, the use of nitrogenated nucleophiles, through an initial attack on gold-activated alkynes followed by gold retrodonation and expulsion of a leaving group, constitutes the most commonly employed strategy for achieving this target. This review has been divided into different sections as follows according to the type of N-nucleophile used: azides, aza-ylides, 2H-azirines, isoxazoles and their derivatives, indazoles, and triazapentalenes. A large number of heterocycles, ranging from five-to seven-membered rings, have been efficiently synthesized following this methodology.
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