Base‐Promoted Intramolecular Cyclization and Hydrolysis of 2‐(2‐Formylaryloxy)acetonitriles: An Efficient Domino to Approach Benzofuran‐2‐carboxamides. Issue 19 (18th May 2020)

• Record Type: Journal Article
• Authors: A, Xue‐Jiao; Li, Xia; Liu, Bo; Huang, Guo‐Li
• Is Part Of: ChemistrySelect. Volume 5:Issue 19(2020)
• Page Start: 5665
• Page End: 5669
• Publication Date: 2020-05-18
• Subjects: benzofuran-2-carboxamides -- base -- cyclization -- hydrolysis -- intramolecular; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202000650
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A novel, efficient, and practical approach for the synthesis of benzofuran‐2‐carboxamides has been developed through the base‐promoted tandem intramolecular cyclization and hydrolysis of 2‐formylaryloxyacetonitriles at room temperature. This method provides a convenient route to benzofuran‐2‐carboxamides in up to 98% yield with favorable functional group compatibility. A gram‐scale reaction was also performed to demonstrate the scaled‐up applicability of this methodology. Abstract : Benzofuran‐2‐carboxamides have been synthesized in good to excellent yields via the base‐promoted tandem intramolecular cyclization and hydrolysis of 2‐(2‐formylaryloxy)acetonitriles at room temperature. An efficient and practical method provides a convenient route to benzofuran‐2‐carboxamides with favorable functional group compatibility. A gram‐scale reaction was also performed to demonstrate the scaled‐up applicability of this methodology.