Direct oxidative C-H alkynylation of -carbamoyl tetrahydroisoquinolines and dihydroisoquinolines

An efficient oxidative C-H alkynylation of N -carbamoyl tetrahydroisoquinolines mediated by a TEMPO oxoammonium salt has been established. A variety of electronically varied N -carbamoyl tetrahydroisoquinolines reacted with a range of alkynyl potassium trifluoroborates smoothly under mild metal-free...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-04, Vol.16 (15), p.2792-2799
Hauptverfasser: Chen, Lei, Sun, Chuanxi, Feng, Guidong, Cao, Min, Zhao, Shu-lei, Yan, Jun, Wan, Ren-zhong, Liu, Lei
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container_end_page 2799
container_issue 15
container_start_page 2792
container_title Organic & biomolecular chemistry
container_volume 16
creator Chen, Lei
Sun, Chuanxi
Feng, Guidong
Cao, Min
Zhao, Shu-lei
Yan, Jun
Wan, Ren-zhong
Liu, Lei
description An efficient oxidative C-H alkynylation of N -carbamoyl tetrahydroisoquinolines mediated by a TEMPO oxoammonium salt has been established. A variety of electronically varied N -carbamoyl tetrahydroisoquinolines reacted with a range of alkynyl potassium trifluoroborates smoothly under mild metal-free conditions. Dihydroisoquinolines were also suitable components for the reaction. The synthetic applicability of the method for facile access to structurally diverse bioactive molecules was further demonstrated. An efficient oxidative C-H alkynylation of N -carbamoyl tetrahydroisoquinolines and dihydroisoquinolines is described.
doi_str_mv 10.1039/c8ob00373d
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title Direct oxidative C-H alkynylation of -carbamoyl tetrahydroisoquinolines and dihydroisoquinolines
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