Syntheses of three naturally occurring polybrominated 3,3'-bi-1 H-indoles

Nurul H Ansari; Matthew C Taylor; Björn C G Söderberg

doi:10.1016/j.tetlet.2017.01.103

Syntheses of three naturally occurring polybrominated 3,3'-bi-1 H-indoles

Tetrahedron Lett. 2017 Mar 15;58(11):1053-1056. doi: 10.1016/j.tetlet.2017.01.103. Epub 2017 Feb 3.

Authors

Nurul H Ansari¹, Matthew C Taylor¹, Björn C G Söderberg¹

Affiliation

¹ C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506-6045, United States.

Abstract

The naturally occurring polybrominated indoles 2,2',5,5'-tetrabromo-3,3'-bi-1H-indole, 2,2',6,6'-tetrabromo-3,3'-bi-1H-indole, and 2,2',5,5',6,6'-hexabromo-3,3'-bi-1H-indole were synthesized using a palladium catalyzed, carbon monoxide mediated, double reductive N-heterocyclization of 2,3-bis(2-nitro-4(or 5)-bromophenyl)-1,4-butadienes as the key step.

Keywords: catalysis; cyclization; palladium; polybrominated biindoles.

Grants and funding

R15 GM122002/GM/NIGMS NIH HHS/United States