Palladium-catalyzed stereocontrolled vinylation of azoles and phenothiazine
(formula presented) Vinylation of various azoles (pyrrole, indole, carbazole, and their derivatives) and phenothiazine with vinyl bromides catalyzed by palladium-phosphine complexes results in the respective N-vinylazoles in 30-99% yields. This reaction w
Lebedev, Artyom Y.,Izmer, Vyatcheslav V.,Kazyul'kin, Denis N.,Beletskaya, Irina P.,Voskoboynikov, Alexander Z.
10-ALKENYLPHENOTHIAZINES. SYNTHESIS AND MECHANISM OF ACIDIC HYDROLYSIS OF cis- AND trans- 10-(2-PHENYLVINYL)PHENOTHIAZINES
The addition of phenothiazine to phenylacetylene in super-base media proceeds regio- and stereoselectively and leads to the predominant formation of cis-10-(2-phenylvinyl)phenothiazine, which is completely converted to its trans-isomer at 200 deg C.Kinetic analysis of the acid hydrolysis of the cis- and trans- isomers has alloved us to assign to it an ACE2 reaction mechanism, similar to the mechanism of hydrolysis of vinyl alkyl ethers.
Anfinogenov, V. A.,Napilkova, O. A.,Sirotkina, E. E.,Filimonov, V. D.,Khlebnikov, A. I.
p. 1152 - 1157
(2007/10/02)
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