Literature DB >> 24364475

Smooth isoindolinone formation from isopropyl carbamates via Bischler-Napieralski-type cyclization.

Satoshi Adachi1, Masao Onozuka, Yuko Yoshida, Mitsuaki Ide, Yoko Saikawa, Masaya Nakata.   

Abstract

Isopropyl carbamates derived from benzylamines provide isoindolinones by treatment with phosphorus pentoxide at room temperature. Utility of this Bischler-Napieralski-type cyclization and a new mechanism involving a carbamoyl cation for rationalization of this smooth conversion are discussed.

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Year:  2013        PMID: 24364475     DOI: 10.1021/ol403142d

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


  2 in total

1.  Convenient synthesis of benzothiazinoisoindol-11-ones and benzoindenothiazin-11-ones, and antimicrobial testing thereof.

Authors:  Satbir Mor; Mohini Khatri
Journal:  Mol Divers       Date:  2022-08-03       Impact factor: 3.364

2.  Total synthesis of pyrano[3,2-e]indole alkaloid fontanesine B by a double cyclization strategy.

Authors:  Tomoki Itoh; Yuusuke Chiba; Shunsuke Kawaguchi; Yuki Koitaya; Yuuma Yoneta; Koji Yamada; Takumi Abe
Journal:  RSC Adv       Date:  2019-04-03       Impact factor: 4.036

  2 in total

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