Affiliation:
1. Faculty of Pharmaceutical Sciences Setsunan University 45-1 Nagaotogecho Hirakata Osaka 573-0101 Japan
2. Department of Quantum Beam Science Graduate School of Science and Engineering Ibaraki University 4-12-1 Naka-narusawa Hitachi Ibaraki 316-8511 Japan
3. Department of Material Science Graduate School of Science University of Hyogo Koto 3-2-1, Kamigori Ako Hyogo 678-1297 Japan
Abstract
AbstractWe achieved metal‐free pyridine arylations via O‐triflated pyridine N‐oxides and N‐alkylated indoles. The reactions proceeded through reactive intermediates, obtained upon treatment of pyridine N‐oxides with Tf2O, which were sufficiently activated for preferentially installing various indoles at the nitrogen‐adjacent positions of pyridine. This protocol features mild conditions, short reaction times, and ease of handling under stirring and air at room temperature. Furthermore, no transition metal is required, which renders our procedure an environmentally benign approach to pyridine arylation.
Subject
Organic Chemistry,Physical and Theoretical Chemistry