RHODIUM-CATALYZED [2+2+2] CYCLOADDITION FOR THE SYNTHESIS OF SUBSTITUTED PYRIDINES, PYRIDONES, AND THIOPYRANIMINES

被引:103
作者
Tanaka, Ken [1 ]
机构
[1] Tokyo Univ Agr & Technol, Grad Sch Engn, Dept Appl Chem, Koganei, Tokyo 1848588, Japan
关键词
2+2+2] Cycloaddition; Pyridine; Pyridone; Rhodium; Thiopyranimine; ONE-STEP SYNTHESIS; REGIOSELECTIVE INTERMOLECULAR CYCLOTRIMERIZATION; CATIONIC RHODIUM(I)/MODIFIED BINAP; TRANSITION-METAL-COMPLEXES; 2 DIFFERENT ALKYNES; ENANTIOSELECTIVE SYNTHESIS; 2,2'-BIPYRIDINE LIGANDS; UNACTIVATED NITRILES; SELECTIVE SYNTHESIS; AROMATIC-COMPOUNDS;
D O I
10.3987/REV-12-729
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The transition-metal-catalyzed [2+2+2] cycloaddition of alkynes with nitriles is a useful and atom-economical method for the synthesis of substituted pyridines. The use of isocyanates and isothiocyanates in place of nitriles affords substituted pyridones and thiopyranimines, respectively. This review comprehensively covers the [2+2+2] cycloaddition reactions catalyzed by rhodium complexes for the synthesis of substituted pyridines, pyridones, and thiopyranimines. Asymmetric variants of these rhodium-catalyzed [2+2+2] cycloaddition reactions are also described.
引用
收藏
页码:1017 / 1043
页数:27
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