Chemistry of Azidoquinones. Conversion of 3-Azido-4-alkynyl-1,2-benzoquinones to Cyanophenols via (2-Alkynylethenyl)ketenes

DOI: 10.1021/jo00353a035

Source and publish data:

Journal of Organic Chemistry p. 419 - 420 (1986)

Update date:2022-09-26

Topics:

Authors:

Nguyen, Nghi V.

Chow, Ken

Karlsson, J. Olle

Doedens, Robert

Moore, Harold W.

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Article abstract of DOI:10.1021/jo00353a035

Thermolysis of 4-alkynyl-3-azido-1,2-benzoquinones in refluxing benzene results in their conversion to (2-alynylethenyl)ketenes.These, in turn, cyclize to dipolar or diradical intermediates, which proceed to products via intra- or intermolecular trapping.This provides a very unusual entry to highly substituted cyanophenols.

Full text of DOI:10.1021/jo00353a035

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