Literature DB >> 25799005

N-Heterocyclic carbene-catalyzed annulation of cyclic β-enamino esters with enals: access to functionalized indolo[2,3-a]quinolizidines.

Shihe Hu1, Bingyang Wang, Yu Zhang, Weifang Tang, Mengyuan Fang, Tao Lu, Ding Du.   

Abstract

A novel synthetic approach to functionalized indolo[2,3-a]quinolizidines is developed via an N-heterocyclic carbene (NHC)-catalyzed annulation of cyclic β-enamino esters with enals . This methodology offers a pathway for quick and efficient construction of an indolo[2,3-a]quinolizidine skeleton which is a core structure of many natural products with diverse bioactivities.

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Year:  2015        PMID: 25799005     DOI: 10.1039/c5ob00176e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

Review 1.  Recent advances of N-heterocyclic carbenes in the applications of constructing carbo- and heterocyclic frameworks with potential biological activity.

Authors:  Mei-Mei Li; Xiaozhen Chen; Yun Deng; Jun Lu
Journal:  RSC Adv       Date:  2021-11-26       Impact factor: 4.036

2.  Aza-Annulation of 1,2,3,4-Tetrahydro-β-carboline Derived Enaminones and Nitroenamines: Synthesis of Functionalized Indolizino[8,7-b]indoles, Pyrido[1,2-a:3,4-b']diindoles, Indolo[2,3-a]quinolizidine-4-ones and Other Tetrahydro-β-carboline Fused Heterocycles.

Authors:  Anusha Avadhani; Pethaperumal Iniyavan; Anand Acharya; Vibha Gautam; Sriparna Chakrabarti; Hiriyakkanavar Ila
Journal:  ACS Omega       Date:  2019-10-16

3.  Mechanism and stereoselectivity in NHC-catalyzed β-functionalization of saturated carboxylic ester.

Authors:  Yan Li; Zhiqiang Zhang
Journal:  RSC Adv       Date:  2019-03-06       Impact factor: 4.036

  3 in total

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