Palladium-Catalyzed Aza-Wittig-Type Condensation of Isoxazol-5(4H)-ones with Aldehydes

This paper describes the development of a palladium‐catalyzed decarboxylative inter‐ and intramolecular condensation reaction of isoxazol‐5(4 H)‐ones with carbonyl compounds in the presence of PPh3, giving various 2‐azabuta‐1,3‐dienes or pyrroles in moderate to high yields. New route to 2‐azadienes:...

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Bibliographic Details
Published in:	Chemistry : a European journal Vol. 20; no. 6; pp. 1490 - 1494
Main Authors:	Okamoto, Kazuhiro, Shimbayashi, Takuya, Tamura, Eisuke, Ohe, Kouichi
Format:	Journal Article
Language:	English
Published:	Weinheim WILEY-VCH Verlag 03-02-2014 WILEY‐VCH Verlag Wiley Subscription Services, Inc
Subjects:	Aldehydes aza-wittig Carbonyl compounds Chemistry Condensation Condensing decarboxylation nitrene transfer palladium Pyrroles Staudinger reaction palladium Staudinger reaction decarboxylation aza-wittig nitrene transfer
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Summary:	This paper describes the development of a palladium‐catalyzed decarboxylative inter‐ and intramolecular condensation reaction of isoxazol‐5(4 H)‐ones with carbonyl compounds in the presence of PPh3, giving various 2‐azabuta‐1,3‐dienes or pyrroles in moderate to high yields. New route to 2‐azadienes: This paper describes the development of a palladium‐catalyzed decarboxylative inter‐ and intramolecular condensation reaction of isoxazol‐5(4 H)‐ones with carbonyl compounds in the presence of PPh3, giving various 2‐azabuta‐1,3‐dienes or pyrroles in moderate to high yields (see scheme).
Bibliography:	MEXT ArticleID:CHEM201304211 ark:/67375/WNG-SXV46S87-Q istex:C20DFE302562F64091C4D34ABEE567706DAE8690 JSPS ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0947-6539 1521-3765
DOI:	10.1002/chem.201304211