1240327-22-3Relevant academic research and scientific papers
Radical bromoallylation of alkynes leading to 1-bromo-1,4-dienes
Kippo, Takashi,Hamaoka, Kanako,Ueda, Mitsuhiro,Fukuyama, Takahide,Ryu, Ilhyong
, p. 7866 - 7874 (2016/11/17)
The full scope (30 examples) of the radical bromoallylation of alkynes using allyl bromides was studied. In this reaction, bromine radical adds to alkynes to form vinyl radicals, which then undergo an SH2′ reaction with allyl bromides to produce good yields of 1-bromo-1,4-dienes with the liberation of a bromine radical, which creates a radical chain. The sp2-carbon–bromine bond of the product dienes was further functionalized via cross-coupling and carbonylation reactions.
Regioselective synthesis of 1-bromo-1,4-dienes by free-radical-mediated bromoallylation of activated acetylenes
Kippo, Takashi,Fukuyama, Takahide,Ryu, Ilhyong
supporting information; experimental part, p. 4006 - 4009 (2010/11/03)
The free-radical-mediated bromoallylation of acetylenes proceeded efficiently in the presence of V-65 (2,2-azobis(2,4-dimethylvaleronitrile)) as the radical initiator. The regioselective reaction, which yields 1-bromo-2-substituted 1,4-dienes, is complementary to the Pd-catalyzed bromoallylation reaction previously reported by Kaneda. The products of the free-radical-mediated bromoallylation of acetylenes could be converted into a variety of substituted dienes by subsequent Pd-catalyzed reactions.
