A mild and efficient reaction for conversion of carboxylic acids into acid bromides with ethyl tribromoacetate/triphenylphosphine under acid-free conditions
…, EH Lee, S Chaysripongkul, W Chavasiri, DO Jang
Index: Kang, Dong Ho; Joo, Tae Young; Lee, Eun Hwa; Chaysripongkul, Skaydaw; Chavasiri, Warinthorn; Jang, Doo Ok Tetrahedron Letters, 2006 , vol. 47, # 32 p. 5693 - 5696
Full Text: HTML
Citation Number: 19
Abstract
Acid bromides were prepared efficiently from carboxylic acids with readily available ethyl tribromoacetate and triphenylphosphine at room temperature under neutral conditions. The present process is applicable to the preparation of various acid bromides from aromatic and aliphatic carboxylic acids. Aromatic carboxylic acids were found to be more reactive than aliphatic carboxylic acids under reaction conditions.
Related Articles:
[Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2013 , vol. 69, # 19 p. 3971 - 3977]
[Wu, Xianglong; Fan, Wutu; Pan, Yalei; Zhai, Yuankun; Niu, Yinbo; Li, Chenrui; Mei, Qibing Molecules, 2014 , vol. 19, # 1 p. 1034 - 1046]
[Ishihara, Hideharu; Muto, Shinya; Kato, Shinzi Synthesis, 1986 , # 1 p. 128 - 130]
[Lindsay, Charles M.; Widdowson, David A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 569 - 574]
[Fujiwara, Shin-Ichi; Ogawa, Akiya; Kambe, Nobuaki; Ryu, Ilhyong; Sonoda, Noboru Tetrahedron Letters, 1988 , vol. 29, # 47 p. 6121 - 6124]