Brønsted acid catalyzed PhSe transfer versus radical aryl transfer: linear codimerization of styrenes and internal olefins.
Brønsted acid catalyzed PhSe transfer versus radical aryl transfer: linear codimerization of styrenes and internal olefins.
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DOI：
10.1021/ol503731s
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发表时间：
2015-01
期刊：
影响因子：
5.2
通讯作者：
Ping Wu;Liandi Wang;Kaikai Wu;Zhengkun Yu
中科院分区：
文献类型：
--
作者：
Ping Wu;Liandi Wang;Kaikai Wu;Zhengkun Yu
在N-苯基硒代邻苯二甲酰亚胺（N-PSP）存在下，苯硒代邻苯二甲酰亚胺（N-PSP）催化苯乙烯与内烯烃α-氧代烯酮二硫代缩醛的加氢乙烯化反应，通过苯基硒代烯酮二硫代缩醛中间体的PhSe转移，区域选择性地得到Markovnikov苯基硒代加氢乙烯化产物.用AIBN/n-Bu 3SnH自由基还原所得到的PhSe-烷基取代的烯酮二硫代缩醛得到相应的反马氏加氢乙烯化产物，形式上来自苯乙烯和内烯烃的线性共聚合。
Brønsted acid p-TsOH·H2O-catalyzed hydrovinylation of styrenes with internal olefins α-oxo ketene dithioacetals was efficiently achieved in the presence of N-phenylselenophthalimide (N-PSP), regioselectively affording Markovnikov phenylselenative hydrovinylation products through PhSe transfer of the phenylseleno ketene dithioacetal intermediates. Radical reduction of the resultant PhSe-alkyl-substituted ketene dithioacetals with AIBN/n-Bu3SnH gave the corresponding anti-Markovnikov hydrovinylation products formally from the linear codimerization of styrenes and the internal olefins.