Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles | Zendy

Enrico Marelli | Zendy; Martin Corpet | Zendy; Yury Minenkov | Zendy; Rifahath M. Neyyappadath | Zendy; Alessandro Bismuto | Zendy; Giulia Buccolini | Zendy; Massimiliano Curcio | Zendy; Luigi Cavallo | Zendy; Steven P. Nolan | Zendy

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Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles

Author(s) -

Enrico Marelli,

Martin Corpet,

Yury Minenkov,

Rifahath M. Neyyappadath,

Alessandro Bismuto,

Giulia Buccolini,

Massimiliano Curcio,

Luigi Cavallo,

Steven P. Nolan

Publication year - 2016

Publication title -

acs catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 4.898

H-Index - 198

ISSN - 2155-5435

DOI - 10.1021/acscatal.6b00040

Subject(s) - carbene , catalysis , chemistry , combinatorial chemistry , palladium , indole test , organic chemistry

A palladium N-heterocyclic carbene catalyzed methodology for the synthesis of substituted, N-unprotected indoles and azaindoles is reported. The protocol permits access to various, highly substituted members of these classes of compounds. Although two possible reaction pathways (deprotonative and Heck-like) can be proposed, control experiments, supported by computational studies, point toward a deprotonative mechanism being operative.

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