Copper catalyzed C-O bond formation by direct C-H activation of THF with phenols: an approach to the synthesis of phenyl tetrahydrofuranyl ethers

被引:2
作者
Vala, Manoj Kumar [1 ,2 ]
Adurthi, Suryakumari [1 ,2 ]
Chithaluri, Sudhakar [1 ]
机构
[1] GITAM Deemed Univ, Dept Chem, Rudraram, India
[2] TARA Govt Degree Coll, Dept Chem, Sangareddy, India
关键词
C– H activation; Cu(OAc)(2); phenol substrates; tetrahydrofuranyl ethers; DIRECT FACILE TETRAHYDROFURANYLATION; EFFICIENT CATALYST; ALCOHOLS; TETRAHYDROPYRANYLATION; MILD; FUNCTIONALIZATIONS; DEPROTECTION; PROTECTION; AMINATION;
D O I
10.1080/00397911.2020.1858109
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct oxidative transformation of phenol derivatives to the corresponding tetrahydrofuranyl ethers via C-H bond activation, in the presence of copper catalyst and desired products were achieved in good yields using TBHP as an oxidant.
引用
收藏
页码:913 / 920
页数:8
相关论文
共 56 条
[1]   Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].
Ackermann, Lutz .
CHEMICAL REVIEWS, 2011, 111 (03) :1315-1345
[2]  
Ackermann L, 2009, MODERN ARYLATION METHODS, P311, DOI 10.1002/9783527627325.ch9
[3]  
[Anonymous], 1985, SYNTHESIS, DOI DOI 10.1055/S-1985-31323
[4]  
[Anonymous], 2009, CLIN INFECT DIS S2, V48, pS197
[5]   Direct Azole Amination: C-H Functionalization as a New Approach to Biologically Important Heterocycles [J].
Armstrong, Alan ;
Collins, James C. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (13) :2282-2285
[6]   A convenient synthesis of 2-tetrahydrofuranyl ethers [J].
Baati, R ;
Valleix, A ;
Mioskowski, C ;
Barma, DK ;
Falck, JR .
ORGANIC LETTERS, 2000, 2 (04) :485-487
[7]   An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers [J].
Barks, JM ;
Gilbert, BC ;
Parsons, AF ;
Upeandran, B .
TETRAHEDRON LETTERS, 2000, 41 (32) :6249-6252
[8]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[9]   Copper(II)chloride catalyzed tetrahydropyranylation of alcohols [J].
Bhalerao, UT ;
Davis, KJ ;
Rao, BV .
SYNTHETIC COMMUNICATIONS, 1996, 26 (16) :3081-3085
[10]   TRIPHENYLPHOSPHINE HYDROBROMIDE - A MILD AND EFFICIENT CATALYST FOR TETRAHYDROPYRANYLATION OF TERTIARY ALCOHOLS [J].
BOLITT, V ;
MIOSKOWSKI, C .
TETRAHEDRON LETTERS, 1988, 29 (36) :4583-4586