A base promoted oxidative [4+2] annulation of pyrrole-2-carbaldehyde derivatives with o-hydroxyphenyl propargylamines for the synthesis of highly substituted indolizines has been developed. Using DBN as base, a broad range of 5,6,7-trisubstituted indolizines have been prepared in good to excellent yields under mild conditions, and many useful functional groups can be tolerated.
Keywords: 1,6-addition; 5,6,7-trisubstituted indolizine; [4+2] annulation; o-hydroxyphenyl propargylamines; ortho-alkynyl quinone methide.
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