A regioselective and convenient one-pot multicomponent synthesis of polyfunctionalized 4-aryl-2-cyanoimino-3,4- dihydro-1H-pyrido2,3-dpyrimidines

Bahgat R. M. Hussein; Amr H. Moustafa

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A regioselective and convenient one-pot multicomponent synthesis of polyfunctionalized 4-aryl-2-cyanoimino-3,4- dihydro-1H-pyrido2,3-dpyrimidines

机译：一种多官能化4-芳基-2-氰亚氨基-3,4-二氢-1H-吡啶并2,3-d嘧啶的区域选择性、便捷的一锅法多组分合成

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摘要

A novel series of 5,7-diamino-4-aryl-6-cyano-2-cyanoimino-3,4-dihydro- 1H-pyrido2,3-dpyrimidines (aryl-CIDHPPMs) 3a-i was prepared via the one-pot four-component reaction of cyanoguanidine with aromatic aldehydes and malononitrile with molar ratio (1:1:2) using sodium methoxide as catalyst. These new polyfunctionlized aryl- CIDHPPMs were also synthesized by a classical route via reaction of cyanoguanidine with the respective arylidenes of malononitrile dimer under the same condition. In the same manner, the reaction of cyanoguanidine with isatinylidene of malononitrile dimer afforded the new spiro-pyrido2,3-dpyrimidines 7. While using aromatic aldehydes having electron donating groups (hydroxyl or dimethylamino groups) gave 4-Amino-2-aryl-6-methoxypyridine-3,5-dicarbonitrile 5a,b.

机译：以甲醇钠为催化剂，以甲醇钠为催化剂，采用氰基胍与芳香醛和丙二腈摩尔比（1：1：2）的一锅四组分反应，制备了5,7-二氨基-4-芳基-6-氰基-2-氰亚氨基-3,4-二氢-1H-吡啶并[2,3-d]嘧啶（芳基-CIDHPPMs）3a-i系列。在相同条件下，氰基胍与丙二聚体的芳基亚化物反应，通过经典途径合成了这些新型多官能团化的芳基-CIDHPPMs。以同样的方式，氰基胍与丙二聚体的异丙腈的异丙酰亚基反应产生了新的螺吡啶并[2,3-d]嘧啶7。同时使用具有供电子基团（羟基或二甲氨基）的芳香醛得到4-氨基-2-芳基-6-甲氧基吡啶-3,5-二甲腈5a，b。

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来源
《Synthetic Communications》 |2019年第20期|2401-2410|共10页
作者
Bahgat R. M. Hussein; Amr H. Moustafa;
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作者单位

Department of Chemistry, Faculty of Science, Sohag University, Sohag, 82524, Egypt;

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原文格式 PDF
正文语种英语
中图分类有机化学;
关键词
Cyanoguanidine; cyanoiminopyrimidine; stereoselective; pyrido2; 3-dpyrimidine; spiro pyrimidine; multicomponent reactions; MCRs;

机译：氰基胍;氰亚氨基嘧啶;立体选择性;吡啶[2;3-d]嘧啶;螺嘧啶;多组分反应;MCR的;

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机译：A Three‐Way Regioselective Synthesis of Amino Acid Decorated Imidazole, Purine and Pyrimidine Derivatives by Multicomponent Chemistry Starting from Prebiotic Diaminomaleonitrile

A regioselective and convenient one-pot multicomponent synthesis of polyfunctionalized 4-aryl-2-cyanoimino-3,4- dihydro-1H-pyrido2,3-dpyrimidines

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