An efficient total synthesis of 9-methoxycarbazole-3-carbaldehyde based on a novel methodology for the preparation of methoxyindoles
- Resource Type
- Article
- Authors
- Selvakumar, N.; Khera, Manoj Kumar; Reddy, B. Yadi; Srinivas, D.; Azhagan, A. Malar; Iqbal, Javed
- Source
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Sep2003, Vol. 44 Issue 37, p7071. 4p.
- Subject
- *NUCLEOPHILIC reactions
*CATALYSIS
*ORGANIC compounds
- Language
- ISSN
- 0040-4039
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. [Copyright &y& Elsevier]