Catalytic Intramolecular C(sp 3 )–H Amination of Carbamimidates | Zendy

Grelier Gwendal | Zendy; ReyRodriguez Romain | Zendy; Darses Benjamin | Zendy; Retailleau Pascal | Zendy; Dauban Philippe | Zendy

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Catalytic Intramolecular C(sp 3 )–H Amination of Carbamimidates

Author(s) -

Grelier Gwendal,

ReyRodriguez Romain,

Darses Benjamin,

Retailleau Pascal,

Dauban Philippe

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201700263

Subject(s) - amination , intramolecular force , catalysis , chemistry , allylic rearrangement , medicinal chemistry , nitrogen , stereochemistry , organic chemistry

The Rh II ‐catalyzed intramolecular C(sp 3 )–H amination of carbamimidates allowed new nitrogen heterocycles to be isolated in yields up to 99 %. The reaction was best performed in the presence of the Rh 2 (esp) 2 (esp = α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropionic acid) complex by using 2,2,2‐trichloroethoxysulfonyl‐protected compounds. The reaction could be applied to substrates possessing a benzylic, an allylic, a propargylic, or a tertiary C(sp 3 )–H bond.

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