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

Monika I. Antczak; Joseph M. Ready

doi:10.1039/c2sc20102j

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

Monika I. Antczak, Joseph M. Ready

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

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.

Original language	English (US)
Pages (from-to)	1450-1454
Number of pages	5
Journal	Chemical Science
Volume	3
Issue number	5
DOIs	https://doi.org/10.1039/c2sc20102j
State	Published - May 1 2012

ASJC Scopus subject areas

General Chemistry

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title = "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.",

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AU - Ready, Joseph M.

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N2 - 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.

AB - 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.

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

Abstract

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