Organic Chemistry Portal

Abstracts

Search:

2,2,2-Trifluoroethyl Formate: A Versatile and Selective Reagent for the Formylation of Alcohols, Amines, and N-Hydroxylamines

David R. Hill*, Chi-Nung Hsiao, Ravi Kurukulasuriya and Steven J. Wittenberger

*Abbott Laboratories, Global Pharmaceutical R&D, 1401 Sheridan Road, D-R450, Bldg. R8, North Chicago, Illinois 60064-4000, Email: david.hillabbott.com

D. R. Hill, C.-N. Hsiao, R. Kurukulasuriya, S. Wittenberger, Org. Lett., 2002, 4, 111-113.

DOI: 10.1021/ol016976d (free Supporting Information)


Abstract

Various alcohols, amines and N-hydroxylamines gave corresponding formylated adducts in high yields by treatment with 2,2,2-trifluoroethyl formate (TFEF). Chemoselective formylation of a primary amine could be readily achieved in the presence of an unprotected primary alcohol.

see article for more examples



Key Words

Formylation, Amides, Esters


ID: J54-Y2002-650