Synthesis of a New Phorbazole and Its Derivatives

No Thumbnail Available
File version
Author(s)
Muderawan, I Wayan
Young, David J
Loughlin, Wendy A
Griffith University Author(s)
Primary Supervisor
Other Supervisors
Editor(s)
Date
2021
Size
File type(s)
Location
License
Abstract

Phorbazoles are chlorinated marine alkaloids containing pyrrole, oxazole and phenol ring units, and differ in the number and positions of chlorine atoms. They are isolated from sea sponges and nudibranchs. In this work, a convenient synthetic method leading to a new phorbazole and its derivatives is developed. This synthesis of synthetic phorbazole G and its derivatives is achieved in seven steps in good overall yields of 26–52%. It involves formation of the pyrrole-oxazole skeleton followed by chlorination. The pyrrole-oxazole skeleton is synthesized from pyrrole and substituted acetophenones, and the key step involves cyclodehydration of amide intermediates to give protected oxazoles, followed by hydrolysis.

Journal Title

Synthesis

Conference Title
Book Title
Edition
Volume
Issue
Thesis Type
Degree Program
School
Publisher link
Patent number
Funder(s)
Grant identifier(s)
Rights Statement
Rights Statement
Item Access Status
Note

This publication has been entered as an advanced online version in Griffith Research Online.

Access the data
Related item(s)
Subject

Analytical chemistry

Organic chemistry

Persistent link to this record
Citation

Muderawan, IW; Young, DJ; Loughlin, WA, Synthesis of a New Phorbazole and Its Derivatives, Synthesis

Collections