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Silver‐Catalyzed One‐Pot Three‐Component Selective Synthesis of β‐Hydroxy Selenides
Author(s) -
Leng Tao,
Wu Ge,
Zhou YunBing,
Gao Wenxia,
Ding Jinchang,
Huang Xiaobo,
Liu Miaochang,
Wu Huayue
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800896
Subject(s) - chemistry , diselenide , selenium , catalysis , diphenyl diselenide , component (thermodynamics) , combinatorial chemistry , ring (chemistry) , selectivity , reaction conditions , functional group , organic chemistry , physics , polymer , thermodynamics
A convenient, multi‐component reaction of organoboronic acids, selenium powder and epoxides has been developed, providing an efficient protocol for the synthesis of β‐hydroxy selenides with excellent selectivity and good functional group tolerance. Preliminary mechanistic studies suggest that the reaction proceeds through the silver‐catalyzed radical selenation of the arylboronic acids to generate a diselenide, and subsequent selenium‐mediated selective ring‐opening arylselenation of epoxides.