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Synfacts 2006(4): 0319-0319  
DOI: 10.1055/s-2006-932077
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Phthalimidines via C-H Bond Activation

Contributor(s): Victor Snieckus, Farhad Nowrouzi, Bärbel Wittel
Y. Kuninobu*, Y. Tokunaga, A. Kawata, K. Takai*
Okayama University, Japan
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Publication History

Publication Date:
24 March 2006 (online)

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Significance

The synthesis of phthalimidine derivatives from the reaction of benzal imines and aryl isocyanates via rhenium-catalyzed C-H bond activation is reported. Under catalytic conditions, [ReBr(CO)3(THF)]2 using imines bearing both electron-withdrawing and electron-donating substituents lead to good to excellent yields of products. Allylisothiocyanate and phenylisothiocyanate were found not to undergo this reaction. The reaction of benzalimines with acetylenes to give indenes was also reported.