35909-56-9Relevant articles and documents
Transition-metal-free and base promoted C-C bond formationviaC-N bond cleavage of organoammonium salts
Chen, Tieqiao,Huang, Tianzeng,Ke, Yuting,Li, Chunya,Liu, Long,Tang, Yuanyuan,Tang, Zhi,Wang, Kunyu,Zhang, Tao
supporting information, p. 8237 - 8240 (2021/10/12)
A transition-metal-free and base promoted C-C bond forming reaction of benzyl C(sp3)-H bond with organoammonium saltsviaC-N bond cleavage has been reported. Benzyl ammonium salts as well as cinnamyl ammonium salt could couple readily with various benzyl C(sp3)-H species, producing the corresponding products in moderate to excellent yields with good functional group tolerance. Late stage chemical manipulation enabled the specific 1,2-diarylethane structure of products transformed into useful olefin compoundsviadehydrogenation, which further demonstrated the utility of this reaction.
Mn(ii)-catalysed alkylation of methylene ketones with alcohols: Direct access to functionalised branched products
Kabadwal, Lalit Mohan,Das, Jagadish,Banerjee, Debasis
supporting information, p. 14069 - 14072 (2019/01/03)
Herein an operationally simple alkylation of methylene ketones with primary alcohols is reported. Use of an inexpensive and earth abundant Mn/1,10-phenanthroline system enables direct access to a series of functionalised branched ketones including one-pot sequential double alkylation and Alzheimer's drug donepezil. Preliminary mechanistic investigation, determination of the rate and order of reactions and deuterium labeling experiments support the participation of the hydrogen-borrowing strategy for the ketone alkylation.
