Sulfonyl radical-enabled 6-endo-trig cyclization for regiospecific synthesis of unsymmetrical diaryl sulfones

被引:65
作者
Fu, Rong [1 ]
Hao, Wen-Juan [1 ]
Wu, Ya-Nan [1 ]
Wang, Nan-Nan [1 ]
Tu, Shu-Jiang [1 ]
Li, Guigen [2 ,3 ]
Jiang, Bo [1 ,2 ]
机构
[1] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Sch Chem & Chem Engn, Xuzhou 221116, Peoples R China
[2] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
[3] Nanjing Univ, Collaborat Innovat Ctr Chem Life Sci, Inst Chem & BioMed Sci, Nanjing 210093, Jiangsu, Peoples R China
关键词
H BOND FUNCTIONALIZATION; PYRROLYL ARYL SULFONES; ARYLSULFONYL CHLORIDES; REVERSE-TRANSCRIPTASE; C-S; ELECTROPHILIC CYCLIZATION; DIARYLIODONIUM SALTS; ARYLBORONIC ACIDS; SULFUR-DIOXIDE; 1,5-ENYNES;
D O I
10.1039/c6qo00422a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new sulfonyl radical-triggered 6-endo-trig cyclization of unactivated 1,5-enynes under catalytic oxidation conditions for flexible synthesis of unprecedented unsymmetrical diaryl sulfones was established. This transformation could also proceed smoothly using 2-arylalkynyl-1,1'-biphenyls, delivering new sulfonylated phenanthrenes. The synthetic utility of these transformations results in subsequent C-S and C-C bond-forming reactions to effectively build up functional sulfones with potential significance.
引用
收藏
页码:1452 / 1456
页数:5
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