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An efficient total synthesis of 9-methoxycarbazole-3-carbaldehyde based on a novel methodology for the preparation of methoxyindoles

✍ Scribed by N. Selvakumar; Manoj Kumar Khera; B.Yadi Reddy; D. Srinivas; A.Malar Azhagan; Javed Iqbal

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 186 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01745-3

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✦ Synopsis

A direct synthesis of naturally occurring 9-methoxycarbazole-3-carbaldehyde 1, based on our methodology for the synthesis of 1-methoxyindoles, is reported. A novel benzannulation strategy was employed using ring closing metathesis as the key step in this total synthesis. The synthesis of the natural product 1 has been achieved in seven steps in 14% overall yield from commercial materials and in only four steps from a methoxyindole compound obtained using the new methodology.

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