4.8 Article

Synthesis of Highly Substituted Phenols and Benzenes with Complete Regiochemical Control

Journal

ORGANIC LETTERS
Volume 22, Issue 15, Pages 6086-6090

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02157

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Funding

  1. Oregon State University
  2. U.S. National Science Foundation [CHE-1465287, CHE1956401]

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Substituted phenols are requisite molecules for human health, agriculture, and diverse synthetic materials. We report a chemical synthesis of phenols, including penta-substituted phenols, that accommodates programmable substitution at any position. This method uses a one-step conversion of readily available hydroxypyrone and nitroalkene starting materials to give phenols with complete regiochemical control and in high chemical yield. Additionally, the phenols can be converted into highly and even fully substituted benzenes.

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