Synthesis of 1,4-Dihydroquinolines and 4 H -Chromenes via Organocatalytic Domino Aza/Oxa-Michael/1,6-Addition Reactions of para -Quinone Methides and Ynals

An organocatalytic domino aza/oxa-Michael/1,6-addition reaction of -tosylaminophenyl or -hydroxyphenyl-substituted -quinone methides and ynals has been developed. In the presence of 20 mol % of morpholine, this unprecedented cascade reaction occurs readily in good yield (up to 99%), providing a high...

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Veröffentlicht in:Journal of organic chemistry 2020-09, Vol.85 (17), p.11240-11249
Hauptverfasser: Wang, Junwei, Rong, Quanjin, Zhao, Lei, Pan, Xiang, Zhao, Lin, Zhao, Kun, Hu, Lihong
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container_end_page 11249
container_issue 17
container_start_page 11240
container_title Journal of organic chemistry
container_volume 85
creator Wang, Junwei
Rong, Quanjin
Zhao, Lei
Pan, Xiang
Zhao, Lin
Zhao, Kun
Hu, Lihong
description An organocatalytic domino aza/oxa-Michael/1,6-addition reaction of -tosylaminophenyl or -hydroxyphenyl-substituted -quinone methides and ynals has been developed. In the presence of 20 mol % of morpholine, this unprecedented cascade reaction occurs readily in good yield (up to 99%), providing a highly efficient synthetic approach to synthetically valuable 1,4-dihydroquinolines and 4 -chromenes.
doi_str_mv 10.1021/acs.joc.0c01315
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title Synthesis of 1,4-Dihydroquinolines and 4 H -Chromenes via Organocatalytic Domino Aza/Oxa-Michael/1,6-Addition Reactions of para -Quinone Methides and Ynals
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