An article A Radical Approach to Anionic Chemistry: Synthesis of Ketones, Alcohols, and Amines WOS:000466053400039 published article about REDOX-ACTIVE ESTERS; ALKYL-HALIDES; CARBONYL ADDITION; BOND FORMATION; NICKEL; GRIGNARD; ANHYDRIDE; STYRENE; MN; N-(ACYLOXY)PHTHALIMIDES in [Ni, Shengyang; Padial, Natalia M.; Kingston, Cian; Vantourout, Julien C.; Edwards, Jacob T.; Kruszyk, Monika M.; Merchant, Rohan R.; Mykhailiuk, Pavel K.; Qin, Tian; Baran, Phil S.] Scripps Res, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA; [Schmitt, Daniel C.; Perry, Matthew A.; Mousseau, James J.] Pfizer Med Sci, Eastern Point Rd, Groton, CT 06340 USA; [Yang, Shouliang; Gallego, Gary M.; Collins, Michael R.] Pfizer, Dept Chem, La Jolla Labs, 10770 Sci Ctr Dr, San Diego, CA 92121 USA; [Mykhailiuk, Pavel K.; Lebed, Pavlo S.] Enamine Ltd, Chervonotkatska 78, UA-02094 Kiev, Ukraine; [Mykhailiuk, Pavel K.] Taras Shevchenko Natl Univ Kyiv, Chem Dept, Volodymyrska 64, UA-01601 Kiev, Ukraine; [Lebed, Pavlo S.] Taras Shevchenko Natl Univ Kyiv, ChemBioCtr, Volodymyrska 64, UA-01601 Kiev, Ukraine; [Sanchez, Brittany B.; Chen, Jason S.] Scripps Res, Automated Synth Facil, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA; [Cherney, Robert J.] Bristol Myers Squibb Co, Res & Dev, Rt 206 & Prov Line Rd, Princeton, NJ 08543 USA in 2019, Cited 117. The Name is Benzoic anhydride. Through research, I have a further understanding and discovery of 93-97-0. SDS of cas: 93-97-0
Historically accessed through two-electron, anionic chemistry, ketones, alcohols, and amines are of foundational importance to the practice of organic synthesis. After placing this work in proper historical context, this Article reports the development, full scope, and a mechanistic picture for a strikingly different way of forging such functional groups. Thus, carboxylic acids, once converted to redox-active esters (RAEs), can be utilized as formally nucleophilic coupling partners with other carboxylic derivatives (to produce ketones), imines (to produce benzylic amines), or aldehydes (to produce alcohols). The reactions are uniformly mild, operationally simple, and, in the case of ketone synthesis, broad in scope (including several applications to the simplification of synthetic problems and to parallel synthesis). Finally, an extensive mechanistic study of the ketone synthesis is performed to trace the elementary steps of the catalytic cycle and provide the end-user with a clear and understandable rationale for the selectivity, role of additives, and underlying driving forces involved.
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Reference:
Isothiazole – Wikipedia,
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