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:	Shobhan Mondal, Sara Cembellín, Qingquan Lu, Frank Glorius
Rok vydání:	2018
Předmět:	Coupling 010405 organic chemistry Chemistry Aryl Regioselectivity General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound Diazo Carbene
Zdroj:	Angewandte Chemie International Edition. 57:10732-10736
ISSN:	1521-3773 1433-7851
DOI:	10.1002/anie.201803384
Popis:	An unprecedented MnI /AgI -relay-catalyzed C(sp2 )-H/C(sp3 )-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.
Databáze:	OpenAIRE
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