Mn I /Ag I Relay Catalysis: Traceless Diazo-Assisted C(sp 2 )-H/C(sp 3 )-H Coupling to β-(Hetero)Aryl/Alkenyl Ketones.

Autor: Lu Q; Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany., Mondal S; Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany., Cembellín S; Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany., Glorius F; Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2018 Aug 13; Vol. 57 (33), pp. 10732-10736. Date of Electronic Publication: 2018 Jun 29.
DOI: 10.1002/anie.201803384
Abstrakt: An unprecedented Mn I /Ag I -relay-catalyzed C(sp 2 )-H/C(sp 3 )-H coupling of (vinyl)arenes with α-diazoketones is reported, wherein the diazo group was exploited as a traceless auxiliary for control of regioselectivity. Challenging β-(hetero)aryl/alkenyl ketones were obtained through this operationally simple approach. The cascade process merges denitrogenation, carbene rearrangement, C-H activation, and hydroarylation/hydroalkenylation. The robustness of this method was demonstrated at preparative scale and applied to late-stage diversification of natural products.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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