Gustavo Moura-Letts, Erin L. Doran, Jenna M. Doran, Ali A. Pinarci, Morgan E. Rossi, Rufai Madiu, Amari M. Howard, James L. Stroud, Dominic A. Rivera, Dylan A. Moskovitz, Alyssa N. Singer, Steven J. Finneran
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引用次数: 0
Abstract
Herein we report the MoO2Dipic promoted sulfonation of alkenes using N-Ts-hydroxylamine as the quantitative source of Ts. The reaction works with high yields and stereoselectivities for styrenes with a wide variety of substitution patterns. A novel atom transfer radical addition mechanism involving the formation of molybdooxaziridine complex 1 as the active catalyst, difunctionalization with Ts-NO, followed by oxidation, and then elimination as the rate-determining-step for the formation of vinylsulfone 3 has been proposed. Initial kinetic and mechanistic data indicates the formation of Ts-NO and provides evidence for the proposed mechanism.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.