Application of the thioimidate cyclopropane rearrangement to heterocyclic synthesis. Preparation of diaryl pyrrolines |
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Authors: | Ronald K. Chang Robert M. DiPardo Scott D. Kuduk |
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Affiliation: | Department of Medicinal Chemistry, Merck Research Laboratories, WP 14-3, Sumneytown Pike, PO Box 4, West Point, PA 19486, USA |
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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. |
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Keywords: | Cyclopropane rearrangement Cross-coupling |
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