Premium
A Mild and Efficient Three–Component Synthesis of Secondary and Tertiary Homoallylic Hydrazides
Author(s) -
Lee Bum Seok,
Jang Doo Ok
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201757
Subject(s) - chemistry , component (thermodynamics) , bromide , tertiary alcohols , indium , organic chemistry , combinatorial chemistry , catalysis , physics , thermodynamics
A three‐component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO 4 ) 2 · 6H 2 O was developed for the syntheses of secondary and tertiary homoallylic hydrazides. Excellent chemoselectivities and diastereoselectivies were observed. Aldehydes as well as acyclic and cyclic ketones were well‐suited to the reaction conditions and provided secondary and tertiary homoallylic hydrazides in excellent yields.