Literature DB >> 25222652

Benzannulation of indoles to carbazoles and its applications for syntheses of carbazole alkaloids.

Xiaojian Zheng1, Leiyang Lv, Shenglin Lu, Wenxiao Wang, Zhiping Li.   

Abstract

A novel and efficient method for the benzannulation of indoles to carbazoles is reported. γ-Carbonyl tert-butylperoxide is applied as a new diene building block for the π-extension of simple indoles. The synthetic utility of this method is demonstrated by concise and selective total syntheses of naturally occurring carbazole alkaloids, olivacine, and asteropusazole A.

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Year:  2014        PMID: 25222652     DOI: 10.1021/ol5025053

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

2.  Facile synthesis of indolo[3,2-a]carbazoles via Pd-catalyzed twofold oxidative cyclization.

Authors:  Chao Yang; Kai Lin; Lan Huang; Wei-Dong Pan; Sheng Liu
Journal:  Beilstein J Org Chem       Date:  2016-11-22       Impact factor: 2.883

3.  Rh(III)-Catalyzed C-H Activation/Intramolecular Cyclization: Access to N-Acyl-2,3-dihydro-1H-carbazol-4(9H)-ones from Cyclic 2-Diazo-1,3-diketones and N-Arylamides.

Authors:  Youpeng Zuo; Xinwei He; Yi Ning; Yuhao Wu; Yongjia Shang
Journal:  ACS Omega       Date:  2017-11-30

Review 4.  Synthesis of polysubstituted arenes through organocatalytic benzannulation.

Authors:  Qian Zhao; Cheng Peng; Gu Zhan; Bo Han
Journal:  RSC Adv       Date:  2020-11-10       Impact factor: 4.036

5.  NMR characterization of rearranged staurosporine aglycone analogues from the marine sponge Damiria sp.

Authors:  Trong D Tran; Laura K Cartner; Heidi R Bokesch; Curtis J Henrich; Xin W Wang; Chulabhorn Mahidol; Somsak Ruchirawat; Prasat Kittakoop; Barry R O'Keefe; Kirk R Gustafson
Journal:  Magn Reson Chem       Date:  2019-09-09       Impact factor: 2.392

  5 in total

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