In:
Angewandte Chemie International Edition, Wiley, Vol. 62, No. 24 ( 2023-06-12)
Abstract:
The 3d‐metal catalyst Mn(CO) 5 Br was found to efficiently promote ortho C−H allylations of arenecarboxylates in the presence of neocuproine as the ligand. Despite the simplicity of directing group and catalyst system, the selectivity goes well beyond the state‐of‐the‐art in that mono‐allylated products are obtained exclusively with high selectivities for the least hindered ortho ‐position. The directing group can optionally be removed by in situ decarboxylation, opening up a regioselective entry to allyl arenes. The preparative utility of the process and its othogonality to other approaches was demonstrated by 44 products with otherwise hard‐to‐access substitution patterns, including 3‐bromo‐allylbenzene, 3‐allylbenzofuran, or 5‐allyl‐2‐methylnitrobenzene.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202301839
Language:
English
Publisher:
Wiley
Publication Date:
2023
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7