Trizaine-based dehydrative condensation reagents bearing carbon-substituents
Trizaine-based dehydrative condensation reagents bearing carbon-substituents
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DOI：
10.1016/j.tet.2019.130900
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发表时间：
2020-03-20
期刊：
影响因子：
2.1
通讯作者：
Kunishima, Munetaka
中科院分区：
文献类型：
--
作者：
Kitamura, Masanori;Komine, Sayaka;Kunishima, Munetaka
本文报道了烷基、芳基和炔基取代的氯代三嗪及其铵盐的合成，并证明了它们在脱水缩合反应中的实用性。虽然这些试剂的亲电性主要取决于碳取代基的杂化，但发现大体积的2，6-二甲基苯基取代的试剂导致最高的产物产率，因为试剂亲电性和/或有利于所需脱水缩合反应的空间位阻略有增加。(C)2019爱思唯尔有限公司版权所有。
Herein, we report on the synthesis of alkyl-, aryl-, and alkynyl-substituted chlorotriazines and their ammonium salts, and demonstrate their utility in dehydrative condensation reactions. Although the electrophilicity of these reagents is mainly dependent on the hybridization of the carbon-substituents, it was found that bulky 2,6-dimethylphenyl group-substituted reagents resulted in the highest product yields because of a slight increase in reagent electrophilicity and/or steric hindrance favorable for desired dehydrative condensation reactions. (C) 2019 Elsevier Ltd. All rights reserved.