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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

✍ Scribed by Yanshi Zhang; James W Herndon

Book ID: 104211618
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 67 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)02123-7

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✦ Synopsis

The coupling of Fischer carbene complexes with 3-alkynyl-2-heteroaromatic carboxaldehyde derivatives has been examined. The reaction affords pyrones fused to furans or thiophenes in a single step. The compounds are stable enough for isolation. If the carbene complex features a remote alkene substituent, a subsequent Diels-Alder reaction can occur.

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