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Application of the thioimidate cyclopropane rearrangement to heterocyclic synthesis. Preparation of diaryl pyrrolines
Authors:Ronald K. Chang  Robert M. DiPardo  Scott D. Kuduk
Affiliation:Department of Medicinal Chemistry, Merck Research Laboratories, WP 14-3, Sumneytown Pike, PO Box 4, West Point, PA 19486, USA
Abstract:Substituent effects on the thioimidate cyclopropane rearrangement and factors affecting regioselectivity are reported. Palladium-mediated coupling of the pyrrolothiomethylimidate rearrangement products with Grignard reagents provides diaryl pyrrolines in good yields.
Keywords:Cyclopropane rearrangement   Cross-coupling
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