Silver(I)-catalyzed annulation for the regioselective synthesis of N-imino-γ-carbolinium ylides from hydrazones of indole-3-carbonyl derivatives and propargylic alcohols.

Authors :: Zhu Y
Shen XR
Tang HT
Lin M
Zhan ZP
Source :: Organic & biomolecular chemistry [Org Biomol Chem] 2014 Dec 21; Vol. 12 (47), pp. 9514-8. Date of Electronic Publication: 2014 Oct 28.
Publication Year :: 2014
Abstract: A regioselective efficient synthetic approach to N-imino-γ-carbolinium ylides via AgOTf-catalyzed iminoannulation has been developed. This transformation proceeds via a silver(i) triflate-catalyzed consecutive Friedel-Crafts reaction/N-C bond formation sequence between the readily available indole derivatives and propargylic alcohols.

Subjects :: Carbolines chemistry
Catalysis
Cyclization
Imines chemistry
Stereoisomerism
Alkynes chemistry
Carbolines chemical synthesis
Hydrazones chemistry
Imines chemical synthesis
Indoles chemistry
Mesylates chemistry
Propanols chemistry

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