The Journal of Organic Chemistry

Alkylation-reduction of carbonyl systems. VII. Synthesis of. alpha.-cyclopropyl aromatic hydrocarbons by cyclopropylation-reduction of aromatic aldehydes and ketones …

SS Hall, CK Sha, F Jordan

Index: Hall,S.S. et al. Journal of Organic Chemistry, 1976 , vol. 41, # 9 p. 1494 - 1498

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Citation Number: 10

Abstract

Received October 15.1975 a-Cyclopropyl aromatic hydrocarbons are conveniently prepared, in excellent yields, from aromatic carbonyl compounds by tandem cyclopropylation-reduction. By this procedure cyclopropyl benzyl alkoxides, generated in situ by cyclopropylation, are reduced by lithium-ammonia-ammonium chloride to the corresponding cyclopropyl aromatic hydrocarbons. Examples include cyclopropyl (4-tert- ...