Tin-Mediated One-Pot Synthesis of α,α-Disubstituted Homoallylic Hydrazides from Ketones, Acylhydrazines and Allyl Bromide

Ailing Lu; Danfeng Huang; Ke-Hu Wang; Yingpeng Su; Junyan Ma; Yanli Xu; Yulai Hu

doi:10.1055/s-0035-1560803

Synthesis, Table of Contents

Synthesis 2016; 48(02): 293-301
DOI: 10.1055/s-0035-1560803

paper

Tin-Mediated One-Pot Synthesis of α,α-Disubstituted Homoallylic Hydrazides from Ketones, Acylhydrazines and Allyl Bromide

Authors

Ailing Lu

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn
Danfeng Huang*

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn
Ke-Hu Wang

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn
Yingpeng Su

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn
Junyan Ma

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn
Yanli Xu

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn
Yulai Hu*

^aCollege of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. of China Email: huangdf@nwnu.edu.cn

^bState Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China

Abstract

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Abstract

An efficient multicomponent one-pot reaction was developed for the synthesis of α,α-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.

Key words

tin powder - one pot - allylation - ketones - α,α-disubstituted homoallylic hydrazides

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References

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Supplementary Material

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