Exo-dig radical cascades of skipped enediynes: building a naphthalene moiety within a polycyclic framework

Kamalkishore Pati; Audrey M Hughes; Hoa Phan; Igor V Alabugin

doi:10.1002/chem.201304092

Exo-dig radical cascades of skipped enediynes: building a naphthalene moiety within a polycyclic framework

Chemistry. 2014 Jan 7;20(2):390-3. doi: 10.1002/chem.201304092. Epub 2013 Nov 22.

Authors

Kamalkishore Pati¹, Audrey M Hughes, Hoa Phan, Igor V Alabugin

Affiliation

¹ Department of Chemistry and Biochemistry, Florida State University, Chemistry Sciences Building, Tallahassee, Fl 32306 (USA).

PMID: 24273130
DOI: 10.1002/chem.201304092

Abstract

Cascade radical transformations of acyclic precursors open efficient, convenient and atom-economical access to functionalized compounds of increased structural complexity. This report describes a selective sequence of 5-exo-dig and 6-exo-dig cyclizations followed by attack at a pendant aromatic moiety and rearomatization.

Keywords: 6-exo-dig; cyclization; naphthalene; polycyclic aromatics; radical cascade.