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.
DOI: 10.1021/acs.joc.6b01186 (free Supporting Information)
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[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.
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Hetero-Diels-Alder Cycloaddition of Azadienes with Terminal Alkynes