Practical regioselective halogenation of vinylogous esters: synthesis of differentiated mono-haloresorcinols and polyhalogenated resorcinols

Autor: Justin T. Mohr, Xiaohong Chen, Xiaoguang Liu, Jenny S. Martinez
Rok vydání: 2016
Předmět:
Zdroj: Tetrahedron. 72:3653-3665
ISSN: 0040-4020
DOI: 10.1016/j.tet.2016.02.006
Popis: A practical and efficient method for the direct, regioselective conversion of vinylogous esters to haloresorcinols is reported. Control of the reaction conditions enables synthesis of either the 4- or 6-haloresorcinol isomers from a common precursor with excellent regiocontrol and high yield. The generality and functional group tolerance of this novel protocol is demonstrated. The utility of this methodology to access polyhaloresorcinols is also reported. These methods create useful functionalized building blocks for further synthetic applications.
Databáze: OpenAIRE