Superelectrophilic sp3 C-H bond intermolecular functionalization of primary alcohols CnH2n+1OH (n=7, 8, 9) leading to new neo-alcohols with remote functional groups or new macrocyclic lactides

被引：2
作者：
Akhrem, Irena S. [1 ]
Avetisyan, Djul'etta V. [1 ]
Afanas'eva, Lyudmila V. [1 ]
Artushin, Oleg I. [1 ]
Kagramanov, Nikolai D. [1 ]
机构：
[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, 28 Vavilov St, Moscow 119991, Russia
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 17期
基金：
俄罗斯基础研究基金会;
关键词：
sp(3) C-H bond functionalization; Superelectrophiles; Functional neo-alcohols; Macrocyclic lactides; ONE-POT SYNTHESIS; ANTIMONY PENTAFLUORIDE; LEWIS-ACIDS; ALKYL; CATIONS; COMPLEX; ALKANE; HYDROCARBONS; ADAMANTANES; SUPERACIDS;
D O I：
10.1016/j.tetlet.2016.03.056
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two new types of C-sp(3)-H functionalization reactions of alcohols CnH2n+1OH (n = 7-9) with the superelectrophilic complex CBr4 center dot 2AlBr(3) and CO have been developed. In the presence of various nucleophiles (EtOH, (PrOH)-Pr-i, CF3CH2OH, HCF2CF2CH2OH, furan, pyrrole, thiophene, morpholine, and anisole), the reaction furnishes new neo-alcohols with remote functional groups. In the absence of external nucleophiles, macrocyclic lactides are produced. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1863 / 1866
页数：4
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