Ligand-Controlled C2- or C3-Selectivity Switching in the Palladium-Catalyzed C–H Arylation of Nonsubstituted 1H-Pyrrole
Year: 2024
Type: article
Abstract: The C2- or C3-selective direct C–H arylation of nonsubstituted 1 H -pyrrole with aryl chlorides/nonaflates was achieved using catalysts derived from palladium and appropriate phosphine ligands. The site selectivity of the arylation can be switched by changing the ligands, and the C3-selective arylation of nonsubstituted 1 H -pyrrole was realized for the first time. t BuOLi played an important role in suppressing N-arylation and accelerating C2- or C3-arylation.
Source: Organic Letters
Authors: Miyuki Yamaguchi, Kenichi Nakai, Kiho Morioka, Ayano Sato, Sakiko Fujiwara, Hideyuki Konishi, Kei Manabe
Institutions: Shizuoka University, University of Shizuoka
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Awards: Exploration of catalytic organic synthetic reactions based on gaseous molecule surrogates, Development of site-selective catalytic reactions controlled by ligands and their application to syntheses of multisubstituted compounds, G4463479687, G4673409326, Development of transition-metal-catalyzed reactions toward safe, easy, and short step organic synthesisp, 触媒による反応の位置選択性制御を活用した多様な多置換複素環化合物類の合成
OpenAlex ID: W4405898877