Copper- and Ligand-free Heteroannulation of o-Halohydroxypyridine with Terminal Alkynes Using Pd/C Catalyst: One-Pot Synthesis of 2-Substituted Furopyridines and their Functionalization

• Published in: Bulletin of the Korean Chemical Society Vol. 36; no. 1; pp. 211 - 218
• Main Authors: Park, Hee Jung, Kim, Ji-Eun, Yum, Eul Kgun, Kim, Young Hoon, Han, Chang-Woo
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley-VCH Verlag GmbH & Co. KGaA 01-01-2015; Wiley‐VCH Verlag GmbH & Co. KGaA; 대한화학회
• Subjects: Copper- and ligand free; Furopyridine; Heteroannulation; Pd/C; Terminal alkyne; 화학
• ISSN: 1229-5949; 0253-2964; 1229-5949
• DOI: 10.1002/bkcs.10052

Three types of isomeric 2‐substituted furo[3,2‐b]pyridine, furo[2,3‐b]pyridine and furo[3,2‐c]pyridine were prepared using Pd/C‐catalyzed heteroannulation of o‐halopyridinols and terminal alkynes under copper‐ and ligand‐free conditions. We also demonstrated that double functionalization yielding 2,3‐disubstituted furopyridines could be achieved through heteroannulation followed by bromination and Suzuki/Heck reactions. In addition, the use of recoverable Pd/C in the absence of a cocatalyst and ligand can aid in the development of greener chemical processes.