Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 24, Pages 17774-17781Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02059
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Funding
- CSIR New Delhi [09/137(0560)/2016-EMR-I]
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The novel iron-catalyzed ring opening of cyclopropanols and their 1,6-conjugate addition to p-quinone methides allows for the efficient synthesis of substituted phenols. This method features simple operation, mild reaction conditions, high yields, and a wide range of substrate applicability.
A novel iron-catalyzed ring opening of cyclopropanols and their 1,6-conjugate addition to p-quinone methides for accessing substituted phenols is disclosed. In this protocol, various cyclopropanols are converted to alkyl radicals and undergo 1,6-conjugate addition to p-quinone methides toward C-C bond formation. The salient features of this methodology include operationally simple and mild reaction conditions, environmentally benign protocol, high efficiency, inexpensive catalyst, good to excellent yield, and a wide range of substrate scope.
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