C-C BOND FORMATION THROUGH PHOTOREDOX CATALYSIS VIA C-X FUNCTIONALIZATION : ACCESS TO PRIVELEGED AND DIVERSE CARBAZOLONES

Malik, Diksha and D S, Sharada (2018) C-C BOND FORMATION THROUGH PHOTOREDOX CATALYSIS VIA C-X FUNCTIONALIZATION : ACCESS TO PRIVELEGED AND DIVERSE CARBAZOLONES. Masters thesis, Indian Institute of Technology, Hyderabad.

Text
Thesis_Msc_CY_3944.pdf - Submitted Version
Restricted to Repository staff only until June 2020.
Download (2MB) | Request a copy

Abstract

By using a transition metal - free, organocatalytic photoredox system, synthetically important carbazolone compounds were made through intramolecular C-C coupling via CX functionalization starting from a-iodo enaminones under photoredox catalysis. The present protocol showed wide substrate scope resulting in interesting and divergent carbazolone scaffold from diverse α-iodo enaminones obtained from various cyclic 1,3- diones. Efficiency of our protocol is depicted by the specificity in creating the radical ‘α’ to enaminones. Further important features of the strategy include easy accessibility of enaminones, good functional group tolerance, mild reaction conditions and operational simplicity. Rose Bengal, an inexpensive and commercially available dye was found to be efficient organo photocatalyst for this intramolecular C-C coupling.

[error in script]

IITH Creators: