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One-Carbon Incorporation Using Cyclobutanone Oxime Ester Enabled [2 + 2 + 1] Carboannulation of 1,7-Enynes by C-C/N-O Bond Cleavage and C-H Functionalization

One-Carbon Incorporation Using Cyclobutanone Oxime Ester Enabled [2 + 2 + 1] Carboannulation of 1,7-Enynes by C-C/N-O Bond Cleavage and C-H Functionalization

Jiang-Xi Yu, Fan Teng, Jian-Nan Xiang, Wei Deng, Jin-Heng Li

Org Lett. 2019 Dec 6;21(23):9434-9437.

PMID: 31762279

Abstract:

A NiCl2-promoted [2 + 2 + 1] carboannulation of 1,7-enynes with internally oxidative cyclobutanone oximes to produce canyo-functionalized 4H-cyclopenta[c]quinolin-4-ones is disclosed. Through C-C/N-O bond cleavage and C-H functionalization, the process enables one-carbon incorporation using cyclobutanone oximes to achieve [2 + 2 + 1] carboannulation of 1,7-enynes, which is highlighted by allowing the formation of four new bonds with high selectivity and broad substrate scope.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AS24722	2-(Tetradecyl-d29)cyclobutanone			Price

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