One-Pot Synthesis of Allylic Sulfones, Ketosulfones, and Triflyl Allylic Alcohols from Domino Reactions of Allylic Alcohols with Sulfinic Acid under Metal-Free Conditions

被引:61
作者
Chu, Xue-Qiang [1 ,2 ]
Meng, Hua [1 ,2 ]
Xu, Xiao-Ping [1 ,2 ]
Ji, Shun-Jun [1 ,2 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Soochow Univ, Collaborat Innovat Ctr Suzhou Nano Sci & Technol, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
iodine; metal-free reactions; multicomponent reactions; sulfur; sulfonylation; EFFICIENT SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; OXIDATIVE REARRANGEMENTS; AEROBIC DIFUNCTIONALIZATION; SELECTIVE OXIDATION; HYDROGEN-PEROXIDE; ALPHA-ARYLATION; RING EXPANSION; BOND FORMATION; C-S;
D O I
10.1002/chem.201500469
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A metal-free tandem procedure by using a sulfonylation reaction of aryl allylic alcohols followed by an iodobenzenediacetate (PIDA)-promoted oxidative functionalization has been established. Allylic sulfones, -ketosulfones, and triflyl allylic alcohols have been constructed in a single operation. The methodology incorporates the sulfonyl (both aryl and triflyl) functionality with a simple work-up procedure.
引用
收藏
页码:11359 / 11368
页数:10
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