Aniline-terephthalaldehyde resin p-toluenesulfonic acid (ATRT) salt as efficient mild polymeric solid acid catalyst

被引:7
|
作者
Tanemura, Kiyoshi [1 ]
Suzuki, Tsuneo [1 ]
机构
[1] Nippon Dent Univ, Sch Life Dent Niigata, Niigata 9518580, Japan
关键词
Solid acids; Tetrahydropyranylation; Aniline-aldehyde resin; Deprotection; Silyl ethers; SOLVENT-FREE SYNTHESIS; HETEROGENEOUS CATALYST; EXCHANGE-RESINS; ALCOHOLS; ESTERIFICATION; CONDENSATION; POLYPYRENE; PROTECTION; BIODIESEL;
D O I
10.1016/j.tetlet.2013.09.137
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aniline-terephthalaldehyde resin p-toluenesulfonic acid (ATRT) salt was easily prepared by the reaction of aniline with 1.25 equiv of terephthalaldehyde in the presence of 1.0 equiv of p-toluenesulfonic acid at 75 degrees C for 24 h in EtOH. ATRT efficiently catalyzed the tetrahydropyranylation of alcohols and deprotection of tetrahydropyranyl (THP), triethylsilyl (TES), and tert-butyldimethylsilyl (TBDMS) ethers. Deprotection of dodecyl THP ether and dodecyl TBDMS ether catalyzed by ATRT proceeded faster than those by pyridinium p-toluenesulfonate (PPTS). ATRT was reused without significant loss of activities. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6740 / 6743
页数:4
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