Controllable Mono-/Dialkenylation of Benzyl Thioethers through Rh-Catalyzed Aryl CH Activation

被引：102

作者：

Zhang, Xi-Sha ^{[1
,2
,3
]}

Zhu, Qi-Lei ^{[1
,2
,3
]}

Zhang, Yun-Fei ^{[1
,2
,3
]}

Li, Yan-Bang ^{[1
,2
,3
]}

Shi, Zhang-Jie ^{[1
,2
,3
,4
]}

机构：

[1] Peking Univ, BNLMS, Minist Educ, Coll Chem & Mol Engn, Beijing 100871, Peoples R China

[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem & Mol Engn, Beijing 100871, Peoples R China

[3] Peking Univ, Green Chem Ctr, Beijing 100871, Peoples R China

[4] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 36期

关键词：

alkenylation; CH activation; rhodium; thioethers; H BOND FUNCTIONALIZATION; DIRECTING GROUP; ORTHO-ARYLATION; HETEROCYCLE SYNTHESIS; N-METHOXYBENZAMIDES; COUPLING REACTIONS; ORTHO-OLEFINATION; C(SP(3))-H BONDS; SIMPLE ARENES; ALKENYLATION;

D O I：

10.1002/chem.201300829

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Under solvent control: Benzyl thioethers were alkenylated in excellent yields with broad substrate scope and the selectivity (mono- vs. disubstituted product) was controlled by the solvent and ratio of reactants (see scheme). Sequential alkenylation with two different alkenes was also carried out in a one-pot process. In addition, the thioether directing group was removed in a one-pot process with simultaneous hydrogenation of the double bond to give the toluene derivatives. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：11898 / 11903

页数：6

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