NDLI: Synthesis of Isoquinolin-1-ones via Pd-Catalyzed Carbonylation-Heteroannulation

Content Provider	Scilit
Author	Alper, H. Zheng, Z.
Copyright Year	2009
Description	A palladium-catalyzed carbonylative cyclization of imines derived from diethyl (2-iodoaryl)malonates and imidoyl chlorides provides a synthesis of substituted isoquinolin-1(2H)-ones in good yields. As shown, a mechanism involving a palladium-catalyzed carbonylation followed by decarboxylation process is proposed. The reactions depend significantly on the choice of ligand used: bidentate phosphines gave trace amounts of product, while trialkylphosphines gave complex mixtures. The optimum conditions involve use of bulky aryl phosphines with $Pd(OAc)_{2}$ and 400 psi pressure of CO at 120 ˚C in tetrahydrofuran which may therefore limit the process for large-scale synthesis.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0028-1087799.pdf
Ending Page	0261
Page Count	1
Starting Page	0261
ISSN	18611958
e-ISSN	1861194X
DOI	10.1055/s-0028-1087799
Journal	Synfacts
Issue Number	03
Volume Number	2009
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2009-02-19
Access Restriction	Open
Subject Keyword	Journal: Synfacts Organic Chemistry Catalyzed Carbonylative Palladium Catalyzed
Content Type	Text
Resource Type	Article

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