157953-17-8Relevant articles and documents
Electrophilic cyclization of 2-chalcogenealkynylanisoles: Versatile access to 2-chalcogen-benzo[b]furans
Manarin, Flavia,Roehrs, Juliano A.,Gay, Rafaela Mozzaquatro,Brandao, Ricardo,Menezes, Paulo H.,Nogueira, Cristina W.,Zeni, Gilson
body text, p. 2153 - 2162 (2009/07/01)
An efficient synthesis of 2-ehalcogen-3-substituted-benzo[b]furan compounds has been accomplished via electrophilic cyclization reaction of 2-chalcogenealkynyl anisoles using I2, ICl, Br2, and PhSeBr as electrophile sources. The product distributions were strongly dependent on the nature of substituents in the aromatic ring of anisole and on the chalcogen atom directly bonded to the triple bond. The 2-chalcogen-3-iodo- benzo[b]furans obtained smoothly underwent conversion to more complex structures of benzo-[b]furan derivatives via palladium- or copper-catalyzed cross-coupling reaction with thiols, diphenyl diselenides, and zincates.
REGIOSELECTIVE PRENYLATION OF PHENOLS BY PALLADIUM CATALYST: SYNTHESES OF PRENYLPHENOLS AND CHROMANS
Tsukayama, Masao,Kikuchi, Makoto,Kawamura, Yasuhiko
, p. 1487 - 1490 (2007/10/02)
The palladium-catalyzed coupling reaction of iodophenols (1) with 2-methyl-3-butyn-2-ol gave alkynylphenols (2).Catalytic hydrogenation of 2 over Raney nickel and the subsequent dehydration of the resultant alkylphenols (3) gave regioselectively the desired prenylphenols (4).Dehydration of alkylphenols (3f-h) gave chromans (7).
