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

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.

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2017-12, Vol.82 (24), p.13686-13692
Main Authors: Jha, Vishwajeet, Goyal, Navneet, Stevens, Cheryl K, Stevens, Edwin, Sridhar, Jayalakshmi
Format: Article
Language:English
Subjects:
Molecular Structure
Naphthoquinones - chemical synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b02501