Organometallic alkylation of 2-chloro-4,6-dimethoxy-1,3,5-triazine: a study

被引:20
作者
Samaritani, S [1 ]
Signore, G [1 ]
Malanga, C [1 ]
Menicagli, R [1 ]
机构
[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
关键词
2-chloro-4,6-diniethoxy-1,3,5-triazine; organometallics; coupling reactions; palladium and nickel catalysts;
D O I
10.1016/j.tet.2005.02.085
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactivity of 2-chloro-4,6-dimethoxy-1,3,5-triazine (1) has been investigated in Pd- or Ni-catalyzed cross-coupling processes with organostannanes, Grignard reagents, organoalanes and organozinc halides. All organometallic reagents considered form new C-C bonds on the heteroaromatic ring and afford the corresponding 2-alkyl-4,6-dimethoxy-1,3,5-triazines in moderate to very good yields. The collected data allows the choice of the alkylating agent as well as the experimental conditions depending on the residue to transfer. (c) 2005 Elsevier Ltd. All rights reserved.
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页码:4475 / 4483
页数:9
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