Aryne generation vs. Truce-Smiles and fries rearrangements during the Kobayashi fragmentation reaction: a new bi-aryl synthesis

被引:25
|
作者
Rasheed, O. K. [1 ]
Hardcastle, I. R. [2 ]
Raftery, J. [1 ]
Quayle, P. [1 ]
机构
[1] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England
[2] Newcastle Univ, Sch Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
基金
英国工程与自然科学研究理事会;
关键词
DIRECT ARYLATION; CYCLIZATION; MECHANISM; PHENOLS; BIARYLS;
D O I
10.1039/c5ob01239b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of (ortho-trimethysilyl)aryl phenylsulfonates with a soluble fluoride source initiates a Truce-Smiles rearrangement leading to the formation of functionalized bi-aryls. This new carbon-carbon bond-forming reaction proceeds without recourse to transition metal catalysis, under mild reaction conditions and with good functional group compatibility.
引用
收藏
页码:8048 / 8052
页数:5
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