Iron(II) Phthalocyanine-Catalyzed Olefination of Aldehydes with Diazoacetonitrile: A Novel Approach to Construct Alkenyl Nitriles

A novel synthetic approach to preparing alkenyl nitriles via the olefination of aldehydes with diazoacetonitrile catalyzed by iron­(II) phthalocyanine in the presence of PPh3 has been developed. A broad variety of aldehydes are efficiently transformed into the corresponding products with the high yi...

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Bibliographic Details
Published in:ACS omega 2024-01, Vol.9 (3), p.3317-3323
Main Authors: Wang, Gang, Zhou, Rong, Peng, Su-Hong, Chen, Xin-Kai, Zou, Huai-Bo
Format: Article
Language:English
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Summary:A novel synthetic approach to preparing alkenyl nitriles via the olefination of aldehydes with diazoacetonitrile catalyzed by iron­(II) phthalocyanine in the presence of PPh3 has been developed. A broad variety of aldehydes are efficiently transformed into the corresponding products with the high yields of 75%–97%. And it is also suitable for its gram-scale preparation. The suggested mechanism involves the transformation of the phosphazine to ylide by iron­(II) phthalocyanine.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.3c06029