☆ 4.7 Article

Co(III)-Catalyzed [4+1] Annulation of Amides with Allenes via C-H Activation

ADVANCED SYNTHESIS & CATALYSIS (2019)

期刊

ADVANCED SYNTHESIS & CATALYSIS

卷 361, 期 5, 页码 1140-1145

出版社

WILEY-V C H VERLAG GMBH

DOI: 10.1002/adsc.201801335

关键词

Cobalt; Allenes; Annulation; Amides; C-H Activation

类别

Chemistry, Applied Chemistry, Organic

资金

Ministry of Science and Technology of the Republic of China [MOST 105-2633-M-007-003]

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Protocol

Reagent

摘要

A Co(III)-catalyzed [4+1] annulation of amides with allenes to synthesize isoindolone and 1,5-dihydro-pyrrol-2-one derivatives is reported. A wide range of aromatic and vinylic amides react with allenes to give the corresponding annulation products in good to excellent yields. The mechanistic studies strongly support that the catalytic reaction proceeds through an amide-directed C-H activation, followed by carbocobaltation of allene, -hydride elimination, and an intramolecular 1,2-hydroamination.

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