Convenient method for the preparation of Weinreb amides from carboxylic acids using triphenylphosphine and bis(trichloromethyl) carbonate

ORGN 609

Misoo Kim, Department of Basic Science, Hankyong National University, # 67 Seogjung-Dong, 456-749 Ansung, Kyonggi-Do, South Korea, Hagyoung Lee, Department of Chemical Engineering, Hankyong National University, # 67 Seogjung-Dong, 456-749 Ansung, Kyonggi-Do, South Korea, and Ki-Jong Han, Department of Molecular Science and Technology, Ajou University, Suwon, 443-749, South Korea.
Weinreb amides (or N-methoxy-N-methylamides) have widely used as valuable intermediates for the preparation of carbonyl compounds in organic synthesis. Due to the established synthetic usefulness and versatility of Weinreb amides, it is of current interest to develop a new preparative method. We have developed a mild and efficient one-pot procedure for the convenient conversion of carboxylic acids to their corresponding Weinreb amides by using triphenylphosphine and bis(trichloromethyl) carbonate. Weinreb amides were efficiently prepared by this method in high yields. The results of this transformation will be presented.

 

New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004