Indium Triflate Catalyzed Rearrangement of Aryl-Substituted Cyclopropyl Carbinols to 1,4-Disubstituted 1,3-Butadienes

Brindaban C. Ranu *, Subhash Banerjee

*Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India, Email: ocbcriacs.res.in

B. C. Ranu, S. Banerjee, Eur. J. Org. Chem., 2006, 3012-3015.

DOI: 10.1002/ejoc.200600037

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Abstract

Aryl-substituted cyclopropyl carbinol derivatives undergo a facile stereoselective rearrangement catalyzed by In(OTf)₃ in dichloromethane under sonication to produce the substituted conjugated all-trans-butadienes.

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Key Words

Carbinols, Homogeneous catalysis, Indium, Rearrangement, Sonication, 1,3-Dienes

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ID: J24-Y2006-2060