73739-03-4Relevant academic research and scientific papers
Palladium-Catalyzed Synthesis of Deuterated Alkenes through Deuterodechlorination of Alkenyl Chlorides
Kuriyama, Masami,Yano, Gemba,Kiba, Hirotoshi,Morimoto, Tetsuro,Yamamoto, Kosuke,Demizu, Yosuke,Onomura, Osamu
supporting information, p. 1552 - 1557 (2019/08/08)
The palladium-catalyzed deuterodechlorination of alkenyl chlorides has been developed, and a variety of deuterated alkenes were synthesized with precise control of the deuterium incorporation. This catalytic process tolerates heterocyclic moieties and frameworks derived from bioactive agents. In addition to the double incorporation of deuterium, the gram-scale synthesis of a deuterated iminostilbene unit including a core substructure of carbamazepine was achieved in a high yield with an excellent degree of deuteration.
Studies of Chromenes. Part 5. Reaction of the Vilsmeier Reagent with 7-Methoxy-2,2-dimethylchroman-4-ones. 4-Chloro-7-methoxy-2,2-dimethyl-2H-chromenes and their Nitration Products.
Brown, Philip E.,Marcus, Wafa Y.,Anastasis, Panayiotis
, p. 1127 - 1136 (2007/10/02)
Action of the Vilsmeier reagent on 7-methoxy-2,2-dimethylchroman-4-one and its 6-bromo and 6-methoxy analogues gave low yields of 4-chlorochromene-3-carbaldehydes. 4-Chloro-2H-chromenes, which are not precursors of the carbaldehydes, were obtained in high yields. 4-Chloro-7-methoxy-2,2-dimethyl-6-nitrochroman was too labile to allow a dehydrogenation to the 6-nitrochlorochromene but the latter was obtained by regioselective nitration of 4-chloro-7-methoxy-2,2-dimethyl-2H-chromene. 6-Amino-7-methoxy-2,2-dimethylchroman-4-one, protected as the N-ethoxycarbonyl derivative, gave the 6-aminochlorochromene.The 6-amino-5-chloro analogue largely undervent N-formylation.The chlorochromenes have potential synthetic value since those without electron-withdrawing substituents are readly hydrolysed back to the chroman-4-one.
