PdCl2-promoted electrophilic annulation of 2-alkynylphenol derivatives with disulfides or diselenides in the presence of iodine.
An efficient synthesis of 3-chalcogen-benzo[b]furans via palladium-promoted annulation reactions of 2-alkynylphenol derivatives with disulfides or diselenides and iodide has been developed. In the presence of I(2) and PdCl(2), both 3-sulfenylbenzofurans and 3-selenenylbenzofurans were selectively prepared from the cyclization of 2-alkynyanisoles with disulfides or diselenides in moderate to excellent yields.
College of Chemistry and Materials Science, Wenzhou University, Wenzhou 325035, China.
Hui-Ai
HA
Du
Xing-Guo
XG
Zhang
Ri-Yuan
RY
Tang
Jin-Heng
JH
Li
D001555:Benzene Derivatives / Q000737:chemistry*; D003500:Cyclization; D004220:Disulfides / Q000737:chemistry*; D004583:Electrons; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry; D007455:Iodine / Q000737:chemistry; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*
D001555:Benzene Derivatives; D004220:Disulfides; D005663:Furans; D016566:Organoselenium Compounds; D010636:Phenols; C061132:diphenyldiselenide; D010165:Palladium; D007455:Iodine; C008756:palladium chloride