Photocatalytic Unsymmetrical Diamination of Styrenes, Indoles, and Benzofurans Facilitated by Benzotriazolyl and Iminyl Radicals

Organic Letters, Journal Year: 2024, Volume and Issue: 26(2), P. 559 - 564

Published: Jan. 9, 2024

Utilizing energy transfer catalysis, this research employed the bifunctional reagents benzotriazole carboxylic acid oxime esters to simultaneously generate and imine radicals. The synthesis of two distinct C–N bonds in a single conversion is showcased through radical addition radical–radical cross-coupling processes between ester olefins. This process facilitates intermolecular two-component unsymmetrical diamination reaction Using approach, more than 40 benzotriazole-containing molecules were successfully synthesized using styrene, indole, benzofuran as acceptors, with yields ranging from moderate excellent.

Language: Английский

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Electrochemical Synthesis of Vinyl Sulfonates Mediated by Bromine Radicals

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 10, 2025

Vinyl sulfonates are vital intermediates in organic synthesis, serving as versatile electrophiles various cross-coupling reactions. Despite their significance, direct methods for synthesizing vinyl from styrenes have been limited. In this study, we introduce an innovative electrochemical approach that leverages bromine radical mediation to facilitate the synthesis of sulfonates, cheap nBu4NBr acts both electrolyte and a catalytic amount. This process involves reaction with sodium sulfinates water under conditions, offering straightforward pathway these compounds. The developed strategy is characterized by its high efficiency, operational simplicity, environmentally benign nature, adhering principles green chemistry while ensuring atom economy remarkable regioselectivity. Furthermore, methodology proves effective gram-scale allows subsequent functionalization sulfonate products pharmaceutical derivatives, thus broadening potential applications techniques styrene functionalization.

Language: Английский

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Five-membered ring systems: With more than 1 N atom

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 211 - 257

Published: Jan. 1, 2024

Language: Английский

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