4.5 Article

A Concise Synthesis of 2-(2-Hydroxyphenyl)acetonitriles via the o-Quinone Methides Generated from 2-(1-Tosylalkyl)phenols

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 32, Issue 10, Pages 981-984

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201400463

Keywords

2-(2-hydroxyphenyl)acetonitriles; o-quinone methides; 2-(1-tosylalkyl)phenols

Funding

  1. National Natural Science Foundation of China [21125208, 20921092]
  2. National Basic Research Program of China [2010CB833300]

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A concise synthesis of 2-(2-hydroxyphenyl)acetonitriles has been developed through reaction of trimethylsilyl cyanide and the o-quinone methides in situ generated from 2-(1-tosylalkyl)phenols under basic conditions. In addition, 2-(2-hydroxyphenyl)acetonitriles could be conveniently transformed to benzofuranones.

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