One-pot cyclization of 2-aminophenethyl alcohols: a novel and direct approach to the synthesis of N-acyl indolines.
A unique one-pot cyclization of 2-aminophenethyl alcohols with carboxylic acids in the presence of PPh3, CCl4, and NEt3 furnished the formation of N-acyl indolines in good to excellent yields. This new approach provides an efficient, scalable, low-cost, and direct access to the biologically important indolines which are further oxidizable to indoles and oxindoles.
Wang
Zengxue
Z
Department of Chemistry, Shanghai University, Shanghai, China.
Wan
Wen
W
Jiang
Haizhen
H
Hao
Jian
J
D000215:Acylation; D000586:Amination; D002264:Carboxylic Acids / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis*; D008956:Models, Chemical; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives*
D002264:Carboxylic Acids; D007211:Indoles; C057812:indoline; D010626:Phenylethyl Alcohol