Issue 5, 2012

Two-, three- and four-component coupling to form isoquinolones based on directed metalation

Abstract

Benzamides undergo ortho-metalation with magnesiate bases to allow trapping with propargylic chlorides. Cyclization provides isoquinolones in a one-pot operation. Benzamides can be formed in situ from aryl Grignard reagents and isocyanates. Moreover, electrophilic trapping after cyclization introduces further complexity. Alternative cyclization conditions provide the isomeric aza-isocoumarins.

Graphical abstract: Two-, three- and four-component coupling to form isoquinolones based on directed metalation

Supplementary files

Article information

Article type
Edge Article
Submitted
24 Jan 2012
Accepted
29 Feb 2012
First published
29 Feb 2012

Chem. Sci., 2012,3, 1450-1454

Two-, three- and four-component coupling to form isoquinolones based on directed metalation

M. I. Antczak and J. M. Ready, Chem. Sci., 2012, 3, 1450 DOI: 10.1039/C2SC20102J

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