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Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing -Heterocycles via Dual Cobaloxime and Photoredox Catalysis. | LitMetric

Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing -Heterocycles via Dual Cobaloxime and Photoredox Catalysis.

Org Lett

Jiangsu Key Laboratory of Neuropsychiatric Diseases and Department of Medicinal Chemistry, College of Pharmaceutical Sciences , Soochow University, 199 Ren-Ai Road , Suzhou , Jiangsu 215123 , People's Republic of China.

Published: February 2020


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Article Abstract

Nitrogen-containing heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein an unprecedented protocol for radical aza-cyclization of α-imino-oxy acids with pendant alkenes via synergistic photoredox and cobaloxime catalysis. With or without alkenes as the intermolecular cross-coupling partners, the transformation provides a variety of corresponding alkene-containing dihydropyrrole products in satisfactory yields. In the presence of external alkenes, the tandem reaction generates -selective coupling products with excellent chemo- and stereoselectivity.

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http://dx.doi.org/10.1021/acs.orglett.0c00224DOI Listing

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