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A concise construction of 12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-ones via an unusual TBHP/Na2CO3 promoted cascade oxidative cyclization and interrupted Dimroth rearrangement.
Zhou, Zhi-Wen; Jia, Feng-Cheng; Xu, Cheng; Jiang, Shi-Fen; Wu, Yan-Dong; Wu, An-Xin.
Afiliação
  • Zhou ZW; Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China. chwuyd@mail.ccnu.edu.cn chwuax@mail.ccnu.edu.cn.
  • Jia FC; Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China. chwuyd@mail.ccnu.edu.cn chwuax@mail.ccnu.edu.cn.
  • Xu C; Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China. chwuyd@mail.ccnu.edu.cn chwuax@mail.ccnu.edu.cn.
  • Jiang SF; Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China. chwuyd@mail.ccnu.edu.cn chwuax@mail.ccnu.edu.cn.
  • Wu YD; Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China. chwuyd@mail.ccnu.edu.cn chwuax@mail.ccnu.edu.cn.
  • Wu AX; Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China. chwuyd@mail.ccnu.edu.cn chwuax@mail.ccnu.edu.cn.
Chem Commun (Camb) ; 53(6): 1056-1059, 2017 Jan 17.
Article em En | MEDLINE | ID: mdl-28044161
ABSTRACT
An efficient transition-metal-free cascade reaction has been developed for the facile synthesis of 12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-one derivatives from commercially available isatins and 2-haloaryl isothiocyanates. A preliminary mechanistic study suggested an interrupted Dimroth rearrangement was the key step for the successful transformation.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Commun (Camb) Assunto da revista: QUIMICA Ano de publicação: 2017 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Commun (Camb) Assunto da revista: QUIMICA Ano de publicação: 2017 Tipo de documento: Article