Microwave-assisted C-H bond activation: a rapid entry into functionalized heterocycles

Kian L Tan; Anil Vasudevan; Robert G Bergman; Jonathan A Ellman; Andrew J Souers

doi:10.1021/ol030050j

Microwave-assisted C-H bond activation: a rapid entry into functionalized heterocycles

Org Lett. 2003 Jun 12;5(12):2131-4. doi: 10.1021/ol030050j.

Authors

Kian L Tan¹, Anil Vasudevan, Robert G Bergman, Jonathan A Ellman, Andrew J Souers

Affiliation

¹ Center for New Directions in Organic Synthesis, Department of Chemistry, University of California-Berkeley, Berkeley, California 94720, USA.

PMID: 12790546
DOI: 10.1021/ol030050j

Abstract

[reaction: see text] Microwave irradiation strongly accelerates the rhodium-catalyzed intramolecular coupling of a benzimidazole C-H bond to pendant alkenes. The cyclic products were formed in moderate to excellent yields with reaction times less than 20 min. Additionally, the use of microwave irradiation allowed the reactions to be performed without any solvent purification and with minimal precautions to exclude air.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Alkenes / chemistry
Benzimidazoles / chemistry
Catalysis
Cyclization
Heterocyclic Compounds / chemical synthesis*
Microwaves
Organometallic Compounds / chemistry
Rhodium / chemistry

Substances

Alkenes
Benzimidazoles
Heterocyclic Compounds
Organometallic Compounds
Rhodium

Grants and funding

GM50353/GM/NIGMS NIH HHS/United States