Abstract
An indium-catalyzed reductive Friedel-Crafts reaction using chlorohydrosilane with carbonyls in aromatic solvents gave alkylated aromatics. When allylsilane was used instead of aromatics, hydro-allylation of carbonyls proceeded in high yield. A direct substitution of OH group in alcohols was also catalyzed by indium compounds in the reaction with silyl nucleophiles. The system provides the direct reduction, chlorination, allylation, or alkynylation pathways for substitution of alcohols in a catalytic manner. The direct reaction of alcohols with active methylene compounds instead of silyl nucleophiles catalyzed by InCl3 was accomplished without any activator or promoter. Allylic alcohols and benzylic alcohols served as electrophiles. α-Methoxyketone and indoles as nucleophiles were applicable to this system. Since H2O is the only side product of this system, the alkylated products were easily isolated in pure form. Indium compounds that have moderate (not strong) Lewis acidity and oxophilicity enables the catalytic reactions effectively.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
