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Synthesis of 4-aza analog of ramelteon: a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridine derivative as melatonin receptor ligand

✍ Scribed by Tatsuki Koike; Yasutaka Hoashi; Takafumi Takai; Osamu Uchikawa

Book ID: 104099141
Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 408 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2011.03.147

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✦ Synopsis

Intramolecular Diels-Alder reaction Desilylation-cyclization a b s t r a c t The 4-aza analog of ramelteon (À)-1, a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridine derivative, was synthesized via the intramolecular inverse electron demand Diels-Alder reaction followed by fluoride-induced desilylation-cyclization.

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