Literature DB >> 28155278

Substrate-Controlled Regioselective Arylations of 2-Indolylmethanols with Indoles: Synthesis of Bis(indolyl)methane and 3,3'-Bisindole Derivatives.

Ying-Ying He1, Xiao-Xue Sun1, Guo-Hao Li1, Guang-Jian Mei1, Feng Shi1.   

Abstract

A substrate-controlled regioselective arylation of 2-indolylmethanols with indoles has been established, which efficiently afforded bis(indolyl)methane and 3,3'-bisindole derivatives in high yields and with a broad substrate scope (up to 98% yield, 36 examples). This approach will not only provide an important strategy for the diversified synthesis of bis(indolyl)methane and 3,3'-bisindole derivatives but also serve as a good example for substrate-controlled regioselective reactions.

Entities:  

Year:  2017        PMID: 28155278     DOI: 10.1021/acs.joc.6b02850

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Lewis Acid-Controlled Regioselective Phosphorylation of 2-Indolylmethanols with Diarylphosphine Oxides: Synthesis of Highly Substituted Indoles.

Authors:  Chen Hu; Gang Hong; Yuchen He; Chen Zhou; Marisa C Kozlowski; Limin Wang
Journal:  J Org Chem       Date:  2018-04-04       Impact factor: 4.354

2.  Synthesis of 3,6-diaryl-1H-pyrazolo[3,4-b]pyridines via one-pot sequential Suzuki-Miyaura coupling.

Authors:  Vibha Tandon; Parthasarathi Das; S Kukreti
Journal:  RSC Adv       Date:  2018-10-11       Impact factor: 3.361

3.  Iodine-catalyzed electrophilic substitution of indoles: Synthesis of (un)symmetrical diindolylmethanes with a quaternary carbon center.

Authors:  Thanigaimalai Pillaiyar; Masoud Sedaghati; Andhika B Mahardhika; Lukas L Wendt; Christa E Müller
Journal:  Beilstein J Org Chem       Date:  2021-06-18       Impact factor: 2.883

4.  Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K2CO3/n-Bu4PBr in water.

Authors:  Thanigaimalai Pillaiyar; Masoud Sedaghati; Gregor Schnakenburg
Journal:  Beilstein J Org Chem       Date:  2020-04-20       Impact factor: 2.883

  4 in total

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