Synthesis of furano[2,3-c]-pyran-3-one and thieno[2,3-c]-pyran-3-one derivatives through the coupling of 3-alkynyl-2-heteroaromatic carboxaldehydes with Fischer carbene complexes

Citation
Ys. Zhang et Jw. Herndon, Synthesis of furano[2,3-c]-pyran-3-one and thieno[2,3-c]-pyran-3-one derivatives through the coupling of 3-alkynyl-2-heteroaromatic carboxaldehydes with Fischer carbene complexes, TETRAHEDR L, 42(5), 2001, pp. 777-779
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
5
Year of publication
2001
Pages
777 - 779
Database
ISI
SICI code
0040-4039(20010129)42:5<777:SOFATD>2.0.ZU;2-N
Abstract
The coupling of Fischer carbene complexes with 3-alkynyl-2-heteruaromatic c arboxaldehyde derivatives has been examined. The reaction affords pyrones f used to furans or thiophenes in a single step. The compounds are stable eno ugh for isolation. If the carbene complex features a remote alkene substitu ent, a subsequent Diels-Alder reaction can occur. (C) 2001 Elsevier Science Ltd. All rights reserved.