Universität zu Köln

Augner, Daniel, Gerbino, Dario C., Slavov, Nikolay, Neudoerfl, Joerg-Martin and Schmalz, Hans-Guenther ORCID: 0000-0003-0489-1827 (2011). N-Capping of Primary Amines with 2-Acyl-benzaldehydes To Give Isoindolinones. Org. Lett., 13 (19). S. 5374 - 5378. WASHINGTON: AMER CHEMICAL SOC. ISSN 1523-7060

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Abstract

A unique reactivity pattern, first observed in the conversion of the marine natural product pestalone into pestalachloride A, was investigated. It was shown that 2-formyl-arylketones smoothly react with ammonia and primary amines, respectively, under mild conditions to afford 3-substituted isoindolinones in high yield. The reaction represents a new option for the derivatization (N-capping) of primary amines. As the substrates are readily accessible the methodology opens a short and modular access to pharmaceutically relevant substituted isoindolinones.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Augner, Daniel UNSPECIFIED UNSPECIFIED UNSPECIFIED Gerbino, Dario C. UNSPECIFIED UNSPECIFIED UNSPECIFIED Slavov, Nikolay UNSPECIFIED UNSPECIFIED UNSPECIFIED Neudoerfl, Joerg-Martin UNSPECIFIED UNSPECIFIED UNSPECIFIED Schmalz, Hans-Guenther UNSPECIFIED orcid.org/0000-0003-0489-1827 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-487447
DOI:	10.1021/ol202271k
Journal or Publication Title:	Org. Lett.
Volume:	13
Number:	19
Page Range:	S. 5374 - 5378
Date:	2011
Publisher:	AMER CHEMICAL SOC
Place of Publication:	WASHINGTON
ISSN:	1523-7060
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language ASYMMETRIC-SYNTHESIS; 3-SUBSTITUTED ISOINDOLINONES; NEURITOGENIC COMPOUNDS; ARYLBORONIC ACIDS; STACHYBOTRIN-C; EFFICIENT; ISOINDOLIN-1-ONES; PARVISPORIN; PESTALONE; FUNGUS Multiple languages Chemistry, Organic Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/48744