Smooth isoindolinone formation from isopropyl carbamates via bischler-napieralski-type cyclization

Satoshi Adachi; Masao Onozuka; Yuko Yoshida; Mitsuaki Ide; Yoko Saikawa; Masaya Nakata

doi:10.1021/ol403142d

Smooth isoindolinone formation from isopropyl carbamates via bischler-napieralski-type cyclization

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

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

50 Citations (Scopus)

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.

Original language	English
Pages (from-to)	358-361
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	2
DOIs	https://doi.org/10.1021/ol403142d
Publication status	Published - 2014 Mar 17

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol403142d

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title = "Smooth isoindolinone formation from isopropyl carbamates via bischler-napieralski-type cyclization",

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.",

author = "Satoshi Adachi and Masao Onozuka and Yuko Yoshida and Mitsuaki Ide and Yoko Saikawa and Masaya Nakata",

year = "2014",

month = mar,

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doi = "10.1021/ol403142d",

language = "English",

volume = "16",

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journal = "Organic Letters",

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T1 - Smooth isoindolinone formation from isopropyl carbamates via bischler-napieralski-type cyclization

AU - Adachi, Satoshi

AU - Onozuka, Masao

AU - Yoshida, Yuko

AU - Ide, Mitsuaki

AU - Saikawa, Yoko

AU - Nakata, Masaya

PY - 2014/3/17

Y1 - 2014/3/17

N2 - 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.

AB - 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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DO - 10.1021/ol403142d

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AN - SCOPUS:84896745214

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JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

Smooth isoindolinone formation from isopropyl carbamates via bischler-napieralski-type cyclization

Abstract

ASJC Scopus subject areas

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