Synthesis ( IF 2.2 ) Pub Date : 2018-07-16 , DOI: 10.1055/s-0037-1610444 Moisés Romero-Ortega 1 , Ignacio Medina-Mercado 1 , Ivann Zaragoza-Galicia 1 , Horacio Olivo 2
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Abstract
A methodology to prepare 2-trifluoromethylpyrimidines has been developed on the basis of a cyclization reaction of 2-trifluoromethyl-1,3-diazabutadienes. These 2-trifluoromethyl-1,3-diazabutadienes were prepared by the condensation of trifluoroacetamidine and amide acetals or with chloromethaniminium salt derived from N,N-dimethylbenzamide with phosphorus oxychloride. The cycloaddition reactions of these 2-trifluoromethyl-1,3-diazabutadienes with DMAD and phenylacetyl chloride provided 2-trifluoromethylpyrimidine derivatives in regular to moderate overall yield.
A methodology to prepare 2-trifluoromethylpyrimidines has been developed on the basis of a cyclization reaction of 2-trifluoromethyl-1,3-diazabutadienes. These 2-trifluoromethyl-1,3-diazabutadienes were prepared by the condensation of trifluoroacetamidine and amide acetals or with chloromethaniminium salt derived from N,N-dimethylbenzamide with phosphorus oxychloride. The cycloaddition reactions of these 2-trifluoromethyl-1,3-diazabutadienes with DMAD and phenylacetyl chloride provided 2-trifluoromethylpyrimidine derivatives in regular to moderate overall yield.
中文翻译：
2-三氟甲基-1,3-二氮杂丁二烯作为构建2-三氟甲基嘧啶衍生物的有用中间体
摘要
基于2-三氟甲基-1，3-二氮杂丁二烯的环化反应，已经开发了制备2-三氟甲基嘧啶的方法。这些2-三氟甲基-1，3-二氮杂丁二烯是通过三氟乙am和酰胺缩醛的缩合或与由N，N-二甲基苯甲酰胺衍生的氯甲基铵盐与三氯氧磷的缩合制备的。这些2-三氟甲基-1,3-二氮杂丁二烯与DMAD和苯乙酰氯的环加成反应以常规至中等的总收率提供了2-三氟甲基嘧啶衍生物。
基于2-三氟甲基-1，3-二氮杂丁二烯的环化反应，已经开发了制备2-三氟甲基嘧啶的方法。这些2-三氟甲基-1，3-二氮杂丁二烯是通过三氟乙am和酰胺缩醛的缩合或与由N，N-二甲基苯甲酰胺衍生的氯甲基铵盐与三氯氧磷的缩合制备的。这些2-三氟甲基-1,3-二氮杂丁二烯与DMAD和苯乙酰氯的环加成反应以常规至中等的总收率提供了2-三氟甲基嘧啶衍生物。
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