Synthesis of Nitro-Containing Compounds through Multistep Continuous Flow with Heterogeneous Catalysts

被引:36
作者
Ishitani, Haruro [2 ]
Saito, Yuki [1 ]
Tsubogo, Tetsu [2 ]
Kobayashi, Shu [1 ,2 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
[2] Univ Tokyo, Grad Sch Sci, Green & Sustainable Chem Cooperat Lab, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
CARBON BOND FORMATION; ONE-POT SYNTHESIS; REUSABLE CATALYST; NATURAL-PRODUCTS; BASE CATALYSTS; NITROALKENES; CHEMISTRY; EFFICIENT; PRINCIPLES; FACILE;
D O I
10.1021/acs.orglett.6b00282
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of beta-nitrostyrene derivatives and their following reactions through two-step continuous-flow protocols with heterogeneous catalysts are described. In the first step to provide beta-nitrostyrenes from aromatic aldehydes and nitromethane, readily available amino-functionalized silica gel was employed as a catalyst and gave the products continuously for at least 100 h with high selectivity. In the second step, reactions of beta-nitrostyrenes, solid bases, immobilized bases, solid acids, and chiral supported metals and nonmetals were used as catalysts, and seven kinds of nitro-containing organic compounds could be effectively synthesized through the two-step continuous-flow systems.
引用
收藏
页码:1346 / 1349
页数:4
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