RhI-Catalyzed Cyclizative Addition Reaction of 1,6-Enyne and Sulfonyl Chloride by Carbophilic Activation

被引：10

作者：

Dang, Mengyao ^{[1
]}

Hou, Longlei ^{[1
]}

Tong, Xiaofeng ^{[1
,2
]}

机构：

[1] East China Univ Sci & Technol, Coll Chem & Mol Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China

[2] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, 1 Gehu Rd, Changzhou 213164, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 23期

关键词：

1,6-dienes; 1,6-enynes; cyclizative addition; rhodium catalysis; sulfonyl chloride; ENYNE METATHESIS; VINYL SULFONES; ENOL ETHERS; CYCLOISOMERIZATION; GOLD; PLATINUM; CARBOCYCLIZATION; N-ENYNES; ALKYNES; CHLOROSULFONYLATION;

D O I：

10.1002/chem.201601098

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The pi-acid-catalyzed cyclizations of 1, n-enynes by carbophilic activation have been extensively studied and appear as highly attractive processes, yet the cases within a catalytic cycle based on redox principle are rare. Herein, we report the cyclizative addition reactions of 1,6-enynes and sulfonyl chlorides by using a [Rh(cod) Cl/dppf] (dppf= 1,1'-bis(diphenylphosphino) ferrocene) catalyst system. The process features the involvement of oxidative addition of sulfonyl chloride to RhI catalyst, which generates [(dppf)(RSO2)RhCl2] as a pi-acid species to trigger cyclizative addition in a 6-endo-dig manner by carbophilic activation. Moreover, the catalytic protocol is also applicable to 1,6-diene analogues.

引用

页码：7734 / 7738

页数：5

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