Regioselective C3 Functionalizations of 9 H ‐Carbazoles via C(sp 2 )−H Insertions of Rh II  Carbenoids | Zendy

Samala Srinivas | Zendy; Shin Jinhwan | Zendy; Shim Jae Yul | Zendy; Yoo Eun Jeong | Zendy

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Regioselective C3 Functionalizations of 9 H ‐Carbazoles via C(sp 2 )−H Insertions of Rh II Carbenoids

Author(s) -

Samala Srinivas,

Shin Jinhwan,

Shim Jae Yul,

Yoo Eun Jeong

Publication year - 2017

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201700269

Subject(s) - regioselectivity , chemistry , rhodium , amination , sulfonyl , catalysis , stereochemistry , medicinal chemistry , organic chemistry , alkyl

A series of 9 H ‐carbazoles were synthesized via a direct regioselective C3 functionalization through C(sp 2 )−H insertion of α‐imino rhodium(II) carbenoids generated in situ from 1‐sulfonyl‐1,2,3‐triazoles. A variety of 1‐sulfonyl‐1,2,3‐triazoles underwent this reaction in the presence of a rhodium(II) catalyst, and a mechanism was proposed. Further regioselective C−H amination of the obtained 3‐enamido carbazoles to synthesize (indol‐3‐yl)‐9 H ‐carbazoles, biologically valuable motifs, supported the utility of this method.

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