ArticleThe Journal of organic chemistry2026
Synthesis of Aryl and Heteroaryl Diazophosphonates via Palladium-Catalyzed Cross-Coupling and Their Application in Rhodium-Catalyzed Cyclopropanation.
Article in The Journal of organic chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Aryl and heteroaryl diazophosphonates are valuable intermediates in organic synthesis and medicinal chemistry. This study presents an efficient and versatile strategy for their synthesis via palladium-catalyzed cross-coupling reactions using readily available diazophosphonate precursors and diverse aryl- and heteroaryl iodides. The method demonstrates excellent yields, broad functional group tolerance, and scalability. Notably, the synthetic utility of the resulting diazophosphonates is showcased through a rhodium-catalyzed cyclopropanation, yielding complex cyclopropane derivatives with high diastereo- and enantioselectivity. Highly enantioselective cyclopropanation was also feasible. This combined palladium- and rhodium-catalyzed approach offers a robust, scalable, and stereoselective pathway for accessing multifunctional scaffolds, thereby expanding the capabilities of modern synthetic chemistry.
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