Literature DB >> 19072228

A straightforward synthesis of benzothiazines.

Carolina Gimbert1, Adelina Vallribera.   

Abstract

A series of 4H-3,1-benzothiazines have been successfully synthesized through a three-step sequence starting from commercially available 2-iodoaniline. The key step consists of the cyclization of compounds 6 via an intramolecular S-conjugate addition. The synthesis is straightforward, gives good yields and offers a broad range of possibilities since R can be many alkyl or aryl groups and Z a suitable electron-withdrawing functionalization.

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Year:  2009        PMID: 19072228     DOI: 10.1021/ol802346r

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


  3 in total

1.  Gold-Catalyzed 1,3-Thiazine Formation and Uncommon Tautomer Isolation.

Authors:  Guillermo Canudo-Barreras; Daniel Salvador; Raquel P Herrera; M Concepción Gimeno
Journal:  J Org Chem       Date:  2022-08-09       Impact factor: 4.198

2.  New simple synthesis of ring-fused 4-alkyl-4H-3,1-benzothiazine-2-thiones: Direct formation from carbon disulfide and (E)-3-(2-aminoaryl)acrylates or (E)-3-(2-aminoaryl)acrylonitriles.

Authors:  Qiuping Ding; Yuqing Lin; Guangni Ding; Fumin Liao; Xiaoyan Sang; Yi-Yuan Peng
Journal:  Beilstein J Org Chem       Date:  2013-03-01       Impact factor: 2.883

3.  New efficient synthesis of polysubstituted 3,4-dihydroquinazolines and 4H-3,1-benzothiazines through a Passerini/Staudinger/aza-Wittig/addition/nucleophilic substitution sequence.

Authors:  Long Zhao; Mao-Lin Yang; Min Liu; Ming-Wu Ding
Journal:  Beilstein J Org Chem       Date:  2022-03-04       Impact factor: 2.883

  3 in total

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