lsyc_a_987352_sm9244.pdf (1.92 MB)
Domino Reaction for the Synthesis of Highly Functionalized Triazatricyclo[6.2.2.01,6]dodecane
Version 4 2015-02-04, 15:03
Version 3 2015-02-04, 15:03
Version 2 2015-01-24, 06:43
Version 1 2015-02-04, 15:03
journal contribution
posted on 2015-02-04, 15:03 authored by Gunasekar Ramachandran, Kulathu Iyer SathiyanarayananA simple and highly efficient protocol has been developed for the synthesis of triazatricyclo[6.2.2.01,6]dodecane-9,12-dione (TATCD) derivatives. Use of metal hydroxide catalyst in the presence of protic solvent plays a key role in these reaction transformations. Mechanistic studies specify that the proposed mechanism proceeds only via aldol reaction, condensation, cyclization, and dehydration to form the desired product. This current protocol provides several advantages such as use of a readily available precursor, consumption of less energy, short reaction time, moderate to good yields, and convenient workup.