N-Bromosuccinimide mediated synthesis of triazatruxenes from indoles

被引：12
|
作者：
Toworakajohnkun, Natthawut [1 ]
Sukwattanasinitt, Mongkol [1 ,2 ]
Rashatasakhon, Paitoon [1 ,2 ]
机构：
[1] Chulalongkorn Univ, Dept Chem, Fac Sci, Bangkok 10330, Thailand
[2] Chulalongkorn Univ, Dept Chem, Nanotec CU Ctr Excellence Food & Agr, Fac Sci, Bangkok 10330, Thailand
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 43期
关键词：
Indole; Triazatruxene; N-Bromosuccinimide; Trimerization; Optimization; TRIINDOLES;
D O I：
10.1016/j.tetlet.2017.09.061
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new synthetic method for triazatruxenes from indoles is developed using N-bromosuccinimide (NBS) as a user-friendly reagent. Major reaction parameters including the amount of NBS, substrate concentration, temperature, addition rate and addition method are investigated. Additional experiments are also conducted in order to gain access toward the reaction mechanism. Compared to the use of Br-2 in the conventional method, this reaction requires less reaction time, provides better yields, and displays excellent reproducibility. The reaction can be conveniently performed at 10 g scale and it is also applicable to several substituted indoles, benzoindole, and N-alkyl indoles. (C) 2017 Elsevier Ltd. All rights reserved.
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页码：4149 / 4152
页数：4
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