Rh-Catalyzed Reactions of 3-Diazoindolin-2-imines: Synthesis of Pyridoindoles and Tetrahydrofuropyrroloindoles.
The rhodium-catalyzed reactions of 3-diazoindolin-2-imines with furans and dihydrofuran furnished 9H-pyrido[2,3-b]indoles and tetrahydrofuro[3',2':4,5]pyrrolo[2,3-b]indoles, respectively. A cascade reaction mechanism involving an α-imino rhodium carbene intermediate is proposed. The starting materials are readily available, and the procedure is facile and efficient.
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Chen
C
Wang
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Haojie
H
Zhang
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Bo
B
Lang
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Anni
A
Ren
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Ping
P
Lu
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Yanguang
Y
Wang
D002384:Catalysis; D005663:Furans / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*
D005663:Furans; D006576:Heterocyclic Compounds, 4 or More Rings; D007097:Imines; D007211:Indoles; C030011:carbene; D012238:Rhodium; D008697:Methane