Synthetic Method to Form 2,2'-Bis(naphthoquinone) Compounds

Vishwajeet Jha; Navneet Goyal; Cheryl K Stevens; Edwin Stevens; Jayalakshmi Sridhar

doi:10.1021/acs.joc.7b02501

Synthetic Method to Form 2,2'-Bis(naphthoquinone) Compounds

J Org Chem. 2017 Dec 15;82(24):13686-13692. doi: 10.1021/acs.joc.7b02501. Epub 2017 Nov 22.

Authors

Vishwajeet Jha¹, Navneet Goyal¹, Cheryl K Stevens², Edwin Stevens², Jayalakshmi Sridhar¹

Affiliations

¹ Department of Chemistry, Xavier University of Louisiana , 1, Drexel Dr., New Orleans, Louisiana 70125, United States.
² Department of Chemistry, Western Kentucky University , Bowling Green, Kentucky 42101, United States.

PMID: 29111723
DOI: 10.1021/acs.joc.7b02501

Abstract

We have discovered a transition-metal-free approach to the synthesis of 2,2'-bis(naphthoquinones) using a Diels-Alder reaction of conjugated ketene silyl acetals with benzoquinone. Its monomer analogue can also be synthesized by simply increasing the equivalents of benzoquinone.

Publication types

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

MeSH terms

Molecular Structure
Naphthoquinones* / chemical synthesis

Substances

Naphthoquinones

Grants and funding

TL4 GM118980/GM/NIGMS NIH HHS/United States