Literature DB >> 27714231

Visible light-promoted synthesis of 4-(sulfonylmethyl)isoquinoline-1,3(2H,4H)-diones via a tandem radical cyclization and sulfonylation reaction.

Xu Liu1, Tiantian Cong1, Ping Liu1, Peipei Sun1.   

Abstract

Heterocyclic derivatives 4-(sulfonylmethyl)isoquinoline-1,3(2H,4H)-diones were synthesized via a visible-light-promoted reaction of N-alkyl-N-methacryloyl benzamides with sulfonyl chlorides catalyzed by fac-Ir(ppy)3 at room temperature. With various substituents on the substrates, the reaction proceeded smoothly to give the corresponding products in good to excellent yields. The products could be converted into 3-hydroxy-4-(sulfonylmethyl)-3,4-dihydroisoquinolin-1(2H)-one derivatives by the reduction of NaBH4.

Entities:  

Year:  2016        PMID: 27714231     DOI: 10.1039/c6ob01569g

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


  3 in total

1.  Direct sulfonylation of anilines mediated by visible light.

Authors:  Tarn C Johnson; Bryony L Elbert; Alistair J M Farley; Timothy W Gorman; Christophe Genicot; Bénédicte Lallemand; Patrick Pasau; Jakub Flasz; José L Castro; Malcolm MacCoss; Darren J Dixon; Robert S Paton; Christopher J Schofield; Martin D Smith; Michael C Willis
Journal:  Chem Sci       Date:  2017-11-16       Impact factor: 9.825

2.  Radical Difunctionalization of Gaseous Ethylene Guided by Quantum Chemical Calculations: Selective Incorporation of Two Molecules of Ethylene.

Authors:  Hideaki Takano; Yong You; Hiroki Hayashi; Yu Harabuchi; Satoshi Maeda; Tsuyoshi Mita
Journal:  ACS Omega       Date:  2021-11-05

Review 3.  Photocatalytic formation of carbon-sulfur bonds.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Beilstein J Org Chem       Date:  2018-01-05       Impact factor: 2.883

  3 in total

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