Regioselective Synthesis of C-3-Functionalized Quinolines via Hetero-Diels-Alder Cycloaddition of Azadienes with Terminal Alkynes
Rakesh K. Saunthwal, Monika Patel and Akhilesh K. Verma*
*Synthetic Organic Chemistry Research Laboratory, Department of Chemistry, University of Delhi, Delhi 110007, India, Email: avermaacbr.du.ac.in
R. K. Saunthwal, M. Patel, A. K. Verma, J. Org. Chem., 2016, 81, 6563-6572.
see article for more reactions
[4 + 2] Cycloaddition of azadienes (in situ generated from 2-aminobenzyl alcohol) and terminal alkynes enables a highly efficient metal and protection-free approach for the regioselective synthesis of C-3-functionalized quinolines, which are difficult to access.
see article for more examples
Hetero-Diels-Alder Cycloaddition of Azadienes with Terminal Alkynes
Quinolines, Diels-Alder Reaction