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Amidine-Promoted Addition of Chloroform to Carbonyl Compounds

Varinder K. Aggarwal and Andrea Mereu

*Department of Chemistry, University of Sheffield, Sheffield S3 7HF, U.K., Email:

V. K. Aggarwal, A. Mereu, J. Org. Chem., 2000, 65, 7211-7212.

DOI: 10.1021/jo000584n

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Trichlorocarbinols are useful intermediates. They are usually prepared by base-promoted addition of chloroform to carbonyl compounds in the presence of strong bases, which requires low temperatures to minimize the extent of the Cannizzaro reaction. DBU promotes this addition in the absence of solvent at room temperature. Washing with water removes the amidine and gives product in high yields.

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Key Words

trichloromethyl carbinols

ID: J42-Y2000