99484-07-8Relevant articles and documents
Aza-Nazarov Cyclization Reactions via Anion Exchange Catalysis
Donmez, Selin E.,Soyda?, Emine,Aydln, G?k?en,?ahin, Onur,Bozkaya, Ugur,Türkmen, Yunus E.
supporting information, (2019/01/21)
A catalytic aza-Nazarov cyclization between 3,4-dihydroisoquinolines and α,β-unsaturated acyl chlorides has been developed to access α-methylene-γ-lactam products in good yields (up to 79%) as single diastereomers. The reactions proceed efficiently when AgOTf is used as an anion exchange catalyst with a 20 mol % loading at 80 °C. Computational studies were performed to investigate the reaction mechanism, and the findings support the role of the -TMS group in reducing the reaction barrier of the key cyclization step.
Methyl-triflate-mediated dearylmethylation of: N -(arylmethyl)carboxamides via the retro-Mannich reaction induced by electrophilic dearomatization/rearomatization in an aqueous medium at room temperature
Peng, Hui,Ma, Jinhui,Luo, Wenkun,Zhang, Guangwen,Yin, Biaolin
supporting information, p. 2252 - 2256 (2019/05/17)
We have developed a protocol for the dearylmethylation of N-(arylmethyl)carboxamides under metal-free conditions in an aqueous medium at room temperature. This protocol involves methyl triflate-mediated successive C-C and C-N bond cleavages (retro-Mannich reaction) induced by electrophilic dearomatization/rearomatization. The dearomatization/rearomatization strategy can be expected to inspire the development of novel transformations based on the C-C bond cleavage in an environmentally benign manner.
Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli-Cushman Reaction
Lepikhina, Anastasia,Dar'In, Dmitry,Bakulina, Olga,Chupakhin, Evgeny,Krasavin, Mikhail
, p. 702 - 707 (2017/11/20)
A new format for the Castagnoli-Cushman reaction of structurally diverse dicarboxylic acids, amines, and aldehydes in the presence of acetic anhydride as dehydrating agent is described. The reaction is distinctly amenable to parallel format: the combinato