Brønsted acid-catalyzed decarboxylative redox amination: formation of N-alkylindoles from azomethine ylides by isomerization.
A Brønsted acid-catalyzed decarboxylative redox amination involving aldehydes with 2-carboxyindoline for the synthesis of N-alkylindoles is described. The decarboxylative condensations of aldehydes with 2-carboxyindoline produce azomethine ylides in situ, which then transform into N-alkylindoles by isomerization.
Department of Chemistry, Zhejiang University, Hangzhou, 310027, China.
Hui
H
Mao
Sichang
S
Wang
Peng
P
Yu
Huiqing
H
Lv
Runsheng
R
Xu
Yuanjiang
Y
Pan
D000143:Acids / Q000737:chemistry*; D000586:Amination; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007536:Isomerism; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000737:chemistry*
D000143:Acids; D001391:Azo Compounds; D007211:Indoles; D013882:Thiosemicarbazones; C512188:azomethine