Synthesis of homoallylic amines and acylhydrazides by tin powder-promoted multicomponent one-pot allylation reactions
作者:Junyan Ma、Danfeng Huang、Ke-Hu Wang、Yanli Xu、Siying Chong、Yingpeng Su、Ying Fu、Yulai Hu
DOI:10.1002/aoc.3472
日期:2016.7
efficient process for the synthesis of homoallylic amines and N′‐homoallylic hydrazides is developed from the one‐pot reaction of carbonyl compounds, amines or N‐acylhydrazines, allyllic bromide and tin powder using water as solvent. N‐Acylhydrazines are found to be more reactive than amines in these processes. They can react not only with aldehydes but also with ketones to give the corresponding N′‐homoallylic
An efficient multicomponent one-pot reaction was developed for the synthesis of ,-disubstituted homoallylic hydrazides by treating ketones, acylhydrazines and allyl bromide with tin powder in tetrahydrofuran under reflux. The reaction proceeds smoothly without any catalyst under mild conditions to give the corresponding products in high yields.