等摩尔量的腈与三氟甲磺酸酐或三氟甲磺酸在低温下反应,生成中间体腈盐,该中间体盐随后在较高的温度下与2当量的不同腈反应,形成2,4废弃的6位取代的1,3, 5-三嗪产量中等至良好。该合成方法也已经用于制备具有三个不同取代基的1,3,5-三嗪。根据基于通过可逆途径形成的中间体腈盐的相对稳定性的机理来解释结果。当在除腈以外的不同亲核试剂存在下进行反应时,使用苄基氰作为第二腈形成取代的异喹啉可支持所提出的中间体的假定机理和结构。理论计算和反应监测1 H和13 C NMR光谱与所提出的机理途径一致。
Atom-efficient synthesis of 2,4,6-trisubstituted 1,3,5-triazines <i>via</i> Fe-catalyzed cyclization of aldehydes with NH<sub>4</sub>I as the sole nitrogen source
作者:Jiang Xiao、Shuang Ren、Qiang Liu
DOI:10.1039/d0ra03323e
日期:——
An atom-efficient, straightforward method for the synthesis of 2,4,6-triaryl-1,3,5-triazines via iron-catalyzed cyclization of aldehydes with NH4I as the sole nitrogen source is demonstrated. This strategy works smoothly under air atmosphere, and affords symmetrical 2,4,6-trisubstituted and unsymmetrical 1,3,5-triazines with yields from 18% to 72%. Compared to other methods, the present protocol provides
A composition comprising a compound represented by the following formula (1):
wherein Ar represents an aryl group or a mono-valent heterocyclic group.)
or a compound having a residue of a compound represented by the above-described formula (1), and
a compound represented by the following formula (2):
wherein one member of Z
1
to Z
3
represents —N═ and two remainders thereof each represent —C(R′)═; Z
4
and Z
5
each represent —C(R′)═; one member of Z
6
to Z
8
represents —N═ and two remainders thereof each represent —C(R′)═; Z
9
and Z
10
each represent —C(R′)═; R′ represents a substituent such as a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group and the like.
or a compound having a residue of a compound represented by the above-described formula (2).
A composition comprising a compound represented by the following formula (1):
wherein Ar represents an aryl group or a mono-valent heterocyclic group.)
or a compound having a residue of a compound represented by the above-described formula (1), and
a compound represented by the following formula (2):
wherein one member of Z1 to Z3 represents -N= and two remainders thereof each represent -C(R')=; Z4 and Z5 each represent -C(R')=; one member of Z6 to Z8 represents -N= and two remainders thereof each represent -C(R')=; Z9 and Z10 each represent -C(R')=; R' represents a substituent such as a hydrogen atom, an alkyl group, an alkoxy group,
an aryl group, an aryloxy group and the like.
or a compound having a residue of a compound represented by the above-described formula (2).
一种包含下式(1)所代表的化合物的组合物:
其中 Ar 代表芳基或单价杂环基团)。
或具有上述式 (1) 所代表化合物残余物的化合物,以及
下式(2)所代表的化合物:
R'代表取代基,如氢原子、烷基、烷氧基、芳基、芳氧基等。
或具有上述式(2)所代表化合物残基的化合物。
Sustainable and recyclable magnetic nanocatalyst of 1,10-phenanthroline Pd(0) complex in green synthesis of biaryls and tetrazoles using arylboronic acids as versatile substrates