Room-temperature aromatization of tetrahydro-β-carbolines by 2-iodoxybenzoic acid: utility in a total synthesis of eudistomin U

Joseph D Panarese; Stephen P Waters

doi:10.1021/ol101688x

Room-temperature aromatization of tetrahydro-β-carbolines by 2-iodoxybenzoic acid: utility in a total synthesis of eudistomin U

Org Lett. 2010 Sep 17;12(18):4086-9. doi: 10.1021/ol101688x.

Authors

Joseph D Panarese¹, Stephen P Waters

Affiliation

¹ Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.

Abstract

2-Iodoxybenzoic acid is a convenient reagent for the dehydrogenation of tetrahydro-β-carbolines to their aromatic forms under mild conditions. The utility of the method was demonstrated in a total synthesis of the marine indole alkaloid eudistomin U.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Carbolines / chemical synthesis
Carbolines / chemistry*
Iodobenzenes
Iodobenzoates / chemistry*
Molecular Structure
Temperature

Substances

Carbolines
Iodobenzenes
Iodobenzoates
eudistomin U
o-iodoxybenzoic acid

Abstract

Publication types

MeSH terms

Substances

Grants and funding