Ruthenium Catalyzed Divergent Alkylation and Olefination of Methyl 1,3,5-Triazines with Alcohols

被引：11
|
作者：
Su, Chengwu [1 ]
Zeng, Ming [1 ]
Zhang, Chen [1 ]
Cui, Dong-Mei [1 ]
机构：
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 31期
关键词：
Alcohols; Methyl; 1; 3; 5-Triazines; Ruthenium catalyst; Alkylation; Olefination; N-HETEROCYCLIC CARBENE; SECONDARY ALCOHOLS; BORROWING HYDROGEN; BETA-ALKYLATION; COUPLING REACTIONS; BOND FORMATION; DEHYDROGENATION; COMPLEXES; LIGANDS; AMINES;
D O I：
10.1002/ejoc.202000781
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient ruthenium-catalyzed divergent alkylation and olefination of methyl 1,3,5-triazines with alcohols have been developed. The selectivity can be rationally tuned by the judicious choice of ruthenium catalyst, wherein Ru(PPh3)(3)Cl(2)delivers alkylated 1,3,5-triazines and RuCl(3)gives olefinated 1,3,5-triazines in up to 98 % yield. Following this simple, facile, and high atom economical protocol, a broad range of products was prepared in moderate to good yields and tolerated heterocyclic or benzylic alcohols containing functionalities. The overall transformation operates through dehydrogenation of primary alcohols under the reaction conditions to provide the corresponding aldehydes, which further undergo condensation with methyl 1,3,5-triazines.
引用
收藏
页码：4942 / 4949
页数：8
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