From DMF to Isatine: A Novel and General One-Pot Synthesis of Isatine and Its N-Unsubstituted Derivatives via Nucleophilic Substitution Reactions on 1,2-Bis(dimethylamino)-1,2-dichloroethene | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

5433681

Reference Type

Journal Article

Title

From DMF to Isatine: A Novel and General One-Pot Synthesis of Isatine and Its N-Unsubstituted Derivatives via Nucleophilic Substitution Reactions on 1,2-Bis(dimethylamino)-1,2-dichloroethene

Author(s)

Huber, SM; Hennig, A; Puehlhofer, FG; Weiss, R

Year

2009

Is Peer Reviewed?

Yes

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X

Volume

Issue

Page Numbers

421-427

DOI

10.1002/jhet.8

Web of Science Id

WOS:000266844800006

URL

http://://WOS:000266844800006
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Abstract

3-Imino-2-amino-isatines were obtained by a one-pot reaction of an excess of aniline (or its derivatives) with 1,2-bis(dimethylamino)-1,2-dichloro-ethene (prepared in situ from DMF). Subsequent hydrolysis yielded the corresponding isatine derivatives in reasonable to high yields. DFT calculations with regard to the mechanisms of this reaction sequence are presented.