Catalyst‐Controlled Divergent C3/C5 Site‐Selective C−H Arylation of 2‐Pyridylthiophenes

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(21), P. 3674 - 3679

Published: Sept. 16, 2023

Abstract The development of a rational protocol to realize the complete regioselectivity and capability switch is an appealing yet challenging task. Herein, regiodivergent C−H arylation 2‐pyridylthiophenes has been demonstrated via choice Ru II Pd catalysts. reactions proceeded smoothly in good regioselective manner afford corresponding C3‐ C5‐arylated thiophenes. Late‐stage diversification biologically relevant scaffold derived from estrone successful transformation products further highlighted potential utility importance this synthetic strategy.

Language: Английский

Palladium Catalyzed C3-(sp²)-H Alkenylation of Pyrroles via a Benzothiazole Directing Group: A Direct Access to Organic Thermally Activated Delayed Fluorescence Materials

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

A Pd (II)-catalyzed direct C3-(sp2)-H alkenylation of heteroarenes using benzothiazole as a directing group was successfully achieved. wide range 2-N-alkylpyrroles undergo an oxidative coupling with variety acrylates to furnish highly regio- and chemoselective E-alkenylation products at the C3 position. An important intermediate complex has been isolated characterized so have insight into mechanism. This convenient protocol proved be practical access thermally activated delayed fluorescence materials (TADF). These molecules blue-emitting TADF (∼ms lifetime). detailed systematic investigation carried out study photophysical properties, this further validated by time-dependent density functional theory calculations.

Language: Английский