27975-64-0Relevant academic research and scientific papers
Metal-free alkynylation of α-C-H bonds of ethers with ethynylbenziodoxolones
Zhang, Ruo-Yi,Xi, Long-Yi,Zhang, Lei,Liang, Shuai,Chen, Shan-Yong,Yu, Xiao-Qi
, p. 54349 - 54353 (2015/02/02)
A metal-free direct alkylation of C-H bonds adjacent to an oxygen or nitrogen atom was developed. This reaction occurred between saturated heterocycles and ethynylbenziodoxolones under mild conditions. A series of 2-alkynyl cyclic alkanes that contain oxygen or nitrogen atoms were prepared in moderate to good yields. This journal is
Practical and highly selective C-H functionalization of structurally diverse ethers
Wan, Miao,Meng, Zhilin,Lou, Hongxiang,Liu, Lei
supporting information, p. 13845 - 13849 (2015/01/16)
A trityl ion mediated C-H functionalization of ethers with a wide range of nucleophiles at ambient temperature has been developed. The reaction displays high chemo-selectivity and good functional group tolerance. The protocol also exhibits excellent regio- and diastereoselectivities for the unsymmetric ethers, thus stereoselectively generating highly functionalized disubstituted 2,5-trans tetrahydrofurans (THF), 2,6-trans tetrahydropyrans (THP), 2,6-trans dihydropyrans (DHP), and 1,3-trans isochromans, and highlighting the capacity of the protocol in complex molecule synthesis.
Nucleophilic substitution of secondary alkyl-substituted propargyl acetates: An economic and practical indium trichloride catalyzed access
Lin, Min,Hao, Lu,Liu, Xiao-Tao,Chen, Qing-Zhen,Wu, Feng,Yan, Ping,Xu, Su-Xia,Chen, Xin-Liang,Wen, Jia-Jie,Zhan, Zhuang-Ping
supporting information; experimental part, p. 665 - 670 (2011/04/26)
An economic and practical transformation from secondary alkyl-substituted propargyl acetates to a variety of nucleophilic substitution products was described. This reaction was catalyzed by inexpensive InCl3. High yields and excellent chemosele
Synthesis of dialkyl ethers from organotrifluoroborates and acetals
Mitchell, T. Andrew,Bode, Jeffrey W.
supporting information; experimental part, p. 18057 - 18059 (2010/03/26)
(Chemical Equation Presented) The formation of ethers by C-O bond formation under harsh basic or acidic conditions is an entrenched synthetic disconnection in organic chemistry. We report a strategic alternative that involves the BF3?OEt2
A Convenient Method for the Preparation of Secondary Propargylic Ethers. The Reaction of Acetals with 1-Trimethylsilyl-1-alkynes Promoted by the Combined Use of Catalytic Amounts of Tin(IV) Chloride and Zinc Chloride
Hayashi, Masaji,Inubushi, Atsuro,Mukaiyama, Teruaki
, p. 4037 - 4042 (2007/10/02)
In the coexistence of catalytic amounts of SnCl4 and ZnCl2, acetals undergo a coupling with 1-trimethylsilylalkynes to give secondary propargilic ethers in good yields.Similarly, propargilic ethers are directly produced from aldehydes by the treatment with alkoxytrimethylsilanes and 1-trimethylsilylalkynes under the same conditions.This catalyst system also efficiently promotes aldol reaction of silyl enol ethers with acetals or aldehydes, and the Michael reaction of silyl enol ethers with α,β-unsaturated ketones.
