Microwave assisted bi-functional activation of 𝛽-bromo-tert-alcohols

Journal of Chemical Sciences

Bettadaiah Bheemanakere Kemapaiah1¹  Manjunatha Javagal Rangaswamy¹  Nandini Kannan¹ 

[1] Spice and Flavour Science Department, CSIR-Central Food Technological Research Institute, Mysore 570 020, India$$

关键词: 𝛽-Bromo-tert-alcohols;    microwave;    bi-functional activation;    ZnS;    flavour compounds.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Microwave-assisted dehydration-oxidation of 𝛽-bromo-tert-alcohols to afford 2,3-unsaturated ketones in good yield is reported. The reaction of substrates with DMSO in 1:1 ratio (w/v) is promoted by ZnS in a solvent-free condition. A concurrent bi-functional activation of trans-vicinal bromo- and hydroxyl groups with ZnS is elucidated. This is a new observation under microwave and applies to 𝛽-bromo-tert-alcohols derived from 1,4-disubstitued-1-cyclohexenes. It is very useful in the synthesis of 2,3-unsaturated ketones derived from monoterpenes which are valuable flavour compounds.

【 授权许可】

Unknown