Literature DB >> 32192341

Synthesis of Triarylmethanes by Decarbonylation of 3,3-Diaryl Benzofuranones.

Zhi Tang1, Lingteng Peng1, Yu Yuan1, Tianjing Li1, Renhua Qiu1, Nobuaki Kambe1,2,3.   

Abstract

A simple protocol for the synthesis of triarylmethane derivatives with three different (hetero)aryl groups by decarbonylation of 3,3-diaryl benzofuranones, which can easily be prepared via arylation of benzofuranones, was developed. The reaction proceeds on heating in dimethylformamide (DMF) in the presence of CH3ONa and water to generate the products in good to excellent yields. This reaction can be easily scaled up to give a triarylmethane in a gram scale. Further chemical manipulation of the products enabled useful transformations of the phenol ring, including reduction, arylation, cyclization, etc.

Entities:  

Year:  2020        PMID: 32192341     DOI: 10.1021/acs.joc.9b03433

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


  2 in total

1.  Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents.

Authors:  Baosheng Wei; Qianyi Ren; Thomas Bein; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-17       Impact factor: 15.336

2.  Improved Method for Preparation of 3-(1H-Indol-3-yl)benzofuran-2(3H)-ones.

Authors:  Igor Yu Grishin; Nikolai A Arutiunov; Dmitrii A Aksenov; Nicolai A Aksenov; Alexander V Aksenov; Amina Z Gasanova; Elena A Sorokina; Carolyn Lower; Michael Rubin
Journal:  Molecules       Date:  2022-03-15       Impact factor: 4.411

  2 in total

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