Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus

Deyan Wu, Hanbing Mei, Ping Tan, Weiqiang Lu, Jin Zhu, Wei Wang, Jin Huang, Jian Li

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

In this study, 2-arylbenzo[b]furan-containing derivatives moracin C (1) and moracin M (4), the natural products from Artocarpus, have been synthesized in highest overall yield to date (1, 7 steps with an overall yield of 41.9%; 4, 6 steps with an overall yield of 56.3%), and we also report the first total synthesis of artoindonesianin B-1 (2), another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of 1, 2, and 4 as well as 2-arylbenzo[b]furan-containing natural product-like analogs (71-74) to explore the biological potential.

Original languageEnglish (US)
Pages (from-to)4383-4387
Number of pages5
JournalTetrahedron Letters
Volume56
Issue number29
DOIs
StatePublished - Jun 14 2015
Externally publishedYes

Keywords

  • 2-Arylbenzo[b]furan
  • Artocarpus
  • Moracin
  • Natural products
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus'. Together they form a unique fingerprint.

Cite this