Synthesis of isoquinolines through the coupling of Fischer carbene complexes with o-alkynylpyridine carbonyl derivatives |
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Authors: | Soumita Mukherjee Gouranga P. Jana Binay K. Ghorai |
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Affiliation: | aDepartment of Chemistry, Bengal Engineering and Science University, Shibpur, Howrah 711 103, India |
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Abstract: | The reaction of Fischer carbene complex with o-alkynylpyridine carbonyl derivatives has been investigated. This involves the generation of furo[3,4-c]pyridine as transient intermediates through the coupling of o-alkynylpyridine carbonyl derivatives with carbene complex and subsequent Diels–Alder trapping with suitable dienophiles resulted in the formation of isoquinoline derivatives and the entire sequence can be run in one pot. When an olefinic tether was present, intramolecular Diels–Alder cycloaddition occurred followed by ring opening to yield tricyclic alcohols. |
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Keywords: | Fischer carbene Isoquinoline Azaisobenzofuran Diels– Alder reaction Heterolignan |
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