Literature DB >> 17994757

Novel Brønsted acid catalyzed three-component alkylations of indoles with N-phenylselenophthalimide and styrenes.

Xiaodan Zhao1, Zhengkun Yu, Tongyu Xu, Ping Wu, Haifeng Yu.   

Abstract

Novel and efficient Brønsted acid (p-TsOH) catalyzed inter- and intramolecular Friedel-Crafts alkylations have been developed to synthesize selenated three-component coupling and selenation-cyclization indole derivatives. Chemical removal of the phenylseleno moiety was investigated, and the reaction mechanisms were discussed.

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Year:  2007        PMID： 17994757     DOI： 10.1021/ol7024795

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


  6 in total

1.  One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles.

Authors:  Qiong-Jie Liu; Wen-Guang Yan; Lijia Wang; X Peter Zhang; Yong Tang
Journal:  Org Lett       Date:  2015-08-07       Impact factor: 6.005

2.  Rhodium-catalyzed cascade reactions of triazoles with organoselenium compounds - a combined experimental and mechanistic study.

Authors:  Fang Li; Chao Pei; Rene M Koenigs
Journal:  Chem Sci       Date:  2021-03-24       Impact factor: 9.825

3.  Visible-Light-Induced, Graphene Oxide-Promoted C3-Chalcogenylation of Indoles Strategy under Transition-Metal-Free Conditions.

Authors:  Qing Huang; Xiangjun Peng; Hong Li; Haiping He; Liangxian Liu
Journal:  Molecules       Date:  2022-01-25       Impact factor: 4.411

4.  Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives.

Authors:  Qiang Wei; Ya-Yi Wang; Yu-Liu Du; Liu-Zhu Gong
Journal:  Beilstein J Org Chem       Date:  2013-08-01       Impact factor: 2.883

5.  Ultrasound-promoted two-step synthesis of 3-arylselenylindoles and 3-arylthioindoles as novel combretastatin A-4 analogues.

Authors:  Zhiyong Wen; Xiaona Li; Daiying Zuo; Binyue Lang; Yang Wu; Mingyang Jiang; Huizhuo Ma; Kai Bao; Yingliang Wu; Weige Zhang
Journal:  Sci Rep       Date:  2016-04-05       Impact factor: 4.379

6.  A selenium-based ionic liquid as a recyclable solvent for the catalyst-free synthesis of 3-selenylindoles.

Authors:  Everton G Zimmermann; Samuel Thurow; Camilo S Freitas; Samuel R Mendes; Gelson Perin; Diego Alves; Raquel G Jacob; Eder J Lenardão
Journal:  Molecules       Date:  2013-04-05       Impact factor: 4.411
  6 in total

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