Categories: C=N Bond Formation >
Synthesis of hydrazones
A catalytic acceptorless dehydrogenative coupling of arylhydrazines and alcohols enables a direct synthesis of arylhydrazones with complete selectivity for arylhydrazones without N-alkylated byproducts. This process provides a new horizon for the development of catalytic acceptorless dehydrogenative coupling reactions.
F. Li, C. Sun, N. Wang, J. Org. Chem., 2014, 79, 8031-8039.
N-tert-butyldimethylsilylhydrazone (TBSH) derivatives from carbonyl-containing compounds serve as superior alternatives to simple hydrazones in Wolff-Kishner-type reduction reactions, in the Barton vinyl iodide preparation, in the synthesis of vinyl bromides, and in the synthesis of gem-diiodides, gem-dibromides, and gem-dichlorides.
M. E. Furrow, A. G. Myers, J. Am. Chem. Soc., 2004, 126, 5436-5445.