title: Facile assembly of fused benzo[4,5]furo heterocycles.
abstract: A concise synthesis of fused benzo[4,5]furo heterocycles 18 has been developed. Chemo/regioselective Suzuki coupling between 1,2-dihaloarene 17 and alpha-hydroxyphenylboronic acid or ester 20 gives biaryl phenol 19, which then undergoes copper(I) thiophene-2-carboxylate (CuTC)-mediated intramolecular cyclization to afford 18 in good overall yield. This method has broad substrate scope and allows facile assembly of a wide variety of benzo[4,5]furo heterocycles.
authors.affiliation: Johnson & Johnson Pharmaceutical Research & Development, LLC, 3210 Merryfield Row, San Diego, CA 92121, USA. jliu30@prdus.jnj.com
authors.forename: Jing
authors.initials: J
authors.lastname: Liu
authors.forename: Anne E
authors.initials: AE
authors.lastname: Fitzgerald
authors.forename: Neelakandha S
authors.initials: NS
authors.lastname: Mani
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D006571:Heterocyclic Compounds