Palladium-Catalyzed Synthesis of Deuterated Alkenes through Deuterodechlorination
of Alkenyl Chlorides
Version 2 2019-08-15, 12:06
Version 1 2019-07-18, 12:09
Posted on 2019-08-15 - 12:06
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.
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Kuriyama, Masami; Yano, Gemba; Kiba, Hirotoshi; Morimoto, Tetsuro; Yamamoto, Kosuke; Demizu, Yosuke; et al. (2019). Palladium-Catalyzed Synthesis of Deuterated Alkenes through Deuterodechlorination
of Alkenyl Chlorides. ACS Publications. Collection. https://doi.org/10.1021/acs.oprd.9b00193
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AUTHORS (7)
MK
Masami Kuriyama
GY
Gemba Yano
HK
Hirotoshi Kiba
TM
Tetsuro Morimoto
KY
Kosuke Yamamoto
YD
Yosuke Demizu
OO
Osamu Onomura
KEYWORDS
bioactive agentsiminostilbene unitgram-scale synthesisdeuterium incorporationvarietyPalladium-Catalyzed Synthesispalladium-catalyzed deuterodechlorinationDeuterated Alkenesalkenecore substructureAlkenyl Chloridescarbamazepineframeworkalkenyl chloridesheterocyclic moietiesDeuterodechlorinationdeuteration