A diversity-oriented approach to indolocarbazoles via Fischer indolization and olefin metathesis: total synthesis of tjipanazole D and I. Issue 41 (28th September 2016)

• Record Type: Journal Article
• Authors: Kotha, Sambasivarao; Saifuddin, Mohammad; Aswar, Vikas R.
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 41(2016)
• Page Start: 9868
• Page End: 9873
• Publication Date: 2016-09-28
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob01679k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : New synthetic strategies to indolocarbazoles have been reported via two-fold Fischer indolization under green conditions usingl -(+)-tartaric acid and N, N -dimethyl urea. Abstract : New synthetic strategies to indolocarbazoles have been reported via two-fold Fischer indolization under green conditions usingl -(+)-tartaric acid and N, N -dimethyl urea. Starting with cyclohexanone, a bench-top starting material, this methodology has been extended to the total synthesis of natural products such as tjipanazolesD andI as well as the core structure of asteropusazole and racemosinB . Here, atom economical reactions like ring-closing metathesis, enyne-metathesis, and the Diels–Alder reaction have been used as key steps. Diverse strategies demonstrated here are useful in medicinal chemistry and materials science to design a library of decorated indoles.