Chichibabin pyridinium synthesis

被引:7
作者
Imura, Akiho [1 ]
Tanaka, Nao [1 ]
Usuki, Toyonabu [1 ]
机构
[1] Sophia Univ, Fac Sci & Technol, Dept Mat & Life Sci, Chiyoda Ku, 7-1 Kioicho, Tokyo 1028554, Japan
关键词
Chichibabin pyridinium synthesis; Tetrasubstituted pyridinium; Pr(OTf)(3); Aldol condensation; CROSS-LINKAGES; ALDEHYDES; ISODESMOSINE; MECHANISM;
D O I
10.1016/j.tetlet.2019.01.011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chichibabin pyridine synthesis involves the reaction of three aldehydes and ammonia to form 2,3,5-trisubstituted pyridines. This study examined the synthesis of tetrasubstituted pyridinium from aldehydes and an amine hydrochloride in the presence/absence of Pr(OTf)(3). Important insights into the reaction mechanisms of Chichibabin pyridinium synthesis were proposed through the investigation of reaction intermediates along with quantitative GC-MS analysis. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:489 / 492
页数:4
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