Literature DB >> 26480329

Divergent Reactivity of Rhodium(I) Carbenes Derived from Indole Annulations.

Xiaoxun Li1, Hui Li1, Wangze Song1, Po-Sen Tseng1, Lingyan Liu2,3, Ilia A Guzei4, Weiping Tang5,6.   

Abstract

Rhodium(I) carbenes were generated from propargylic alcohol derivatives as the result of a dehydrative indole annulation. Depending on the choice of the electron-withdrawing group on the aniline nitrogen nucleophile, either a cyclopropanation product or dimerization product was obtained chemoselectively. Intramolecular hydroamidation occurred for the same type of propargylic alcohol derivatives when other transition-metal catalysts were employed.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbenes; cyclizations; heterocycles; rhodium; synthetic methods

Mesh：

Substances：

Year:  2015        PMID： 26480329      PMCID： PMC4612373          DOI： 10.1002/anie.201505329

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  56 in total

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Review 9.  Application of donor/acceptor-carbenoids to the synthesis of natural products.

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