Copper()-catalysed intramolecular hydroarylation-redox cross-dehydrogenative coupling of -propargylanilines with phosphites
Intramolecular hydroarylation-redox cross-dehydrogenative coupling of N -propargylanilines with phosphite diesters proceeded in the presence of Cu( i )-catalysts (20 mol%) to selectively give 2-phosphono-1,2,3,4-tetrahydroquinolines in good yields with 100% atomic utilization. P-H and two C-H bonds...
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Published in | Organic & biomolecular chemistry Vol. 2; no. 1; pp. 113 - 116 |
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Main Authors | , , , , , |
Format | Journal Article |
Published |
22.12.2021
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Online Access | Get full text |
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Summary: | Intramolecular hydroarylation-redox cross-dehydrogenative coupling of
N
-propargylanilines with phosphite diesters proceeded in the presence of Cu(
i
)-catalysts (20 mol%) to selectively give 2-phosphono-1,2,3,4-tetrahydroquinolines in good yields with 100% atomic utilization. P-H and two C-H bonds are activated at once and these hydrogen atoms are trapped by a propargylic triple bond in the molecule.
A simple method for site-selective synthesis of 2-phosphonotetrahydroquinolines. Tetrahydroquinoline was constructed by a cyclization reaction and in the meantime the phosphoric acid (ester) group was introduced to the C2-position. |
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Bibliography: | 10.1039/d1ob02091a Electronic supplementary information (ESI) available. See DOI |
ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d1ob02091a |