Recent Advances in Transition-Metal-Catalyzed Reactions of N-Tosylhydrazones

被引:7
作者
Vaishya, V. [1 ]
Singhal, R. [1 ]
Kriplani, T. [1 ]
Pilania, M. [1 ]
机构
[1] Manipal Univ Jaipur, Dept Chem, Off Jaipur Ajmer Express Way, Jaipur 303007, Rajasthan, India
来源
SYNTHESIS-STUTTGART | 2022年 / 54卷 / 18期
关键词
N; -tosylhydrazone; cross-coupling reaction; regioselective; carbene; cycloaddition; olefination; ONE-POT REACTION; EFFICIENT SYNTHESIS; ANTICANCER ACTIVITY; VERSATILE REAGENTS; CROSS-COUPLINGS; BOND FORMATION; IN-SITU; CYCLIZATION; INSERTION; DERIVATIVES;
D O I
10.1055/s-0040-1719930
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Tosylhydrazones are highly versatile precursors for in situ carbene formation and are frequently used in metal-catalyzed cross-coupling reactions. Due to their many applications in organic synthesis, including C-C, C-O, C-N, and C-S bond formation, N-tosylhydrazones have recently received much interest. They can be simply synthesized by reacting an aldehyde or ketone with N-tosylhydrazine to produce a solid N-tosylhydrazone, which is a 'green' precursor of diazo compounds. Using a suitable metal catalyst, N-tosylhydrazones show versatile substrate scope for the synthesis of substituted diaminopyrroles, chromenopyrazoles, alkenylpyrazoles, benzofuran thioethers, tetrahydropyridazines, sulfur-containing heterocycles, and benzofurans with potent biological activities and even regioselective N-functionalization reactions. Metal-catalyzed reactions of N-tosylhydrazones for the construction of bioactive heterocycles are still highly in demand. Hence, this review focuses on the recent synthetic application of N-tosylhydrazones influenced by different transition metals with notable features like simple workup procedures, gram-scale synthesis, broad substrate scope, multicomponent processes, cyclization, and carbon-heteroatom bond formation. 1 Introduction 2 Applications of N-Tosylhydrazones 3 Conclusion
引用
收藏
页码:3941 / 3961
页数:21
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