BF<sub>3</sub>·OEt<sub>2</sub> Promoted 1,6‐Conjugate Addition of <i>para</i>‐Quinone Methides: A Regioselective Approach to Diarylmethyl‐Substituted Carbo‐ and Heterocycles
In this work, we report a base-free and transition metal-free 1,6-conjugate addition strategy for synthesizing unsymmetrical diaryl-substituted methanes possessing carbo- and heterocycles such as 1,3-indandione, aminouracils, and barbituric acid derivatives from para-quinone methides (p-QMs) using BF<sub>3</sub>·OEt<sub>2</sub> as promoter. The high functional group tolerance, good to excellent yields, and mild reaction conditions of this protocol underscore its significant potential for the synthesis of a broad spectrum of titled products. Furthermore, gram-scale synthesis and versatile subsequent conversions highlight the synthetic utility of these scaffolds.
Authors
- Rajnish Budhwan
- Rama Krishna Peddinti (ORCID: https://orcid.org/0000-0001-7340-1516)
- Megha Rawat
- Anoop Yadav (ORCID: https://orcid.org/0000-0002-8963-678X)
Institutions
- Indian Institute of Technology Roorkee (IN)
Publication Details
- Journal
- Chemistry - An Asian Journal
- Published
- 2025-06-13
- DOI
- https://doi.org/10.1002/asia.202500595
- Citations
- 4
- Primary Topic
- Synthesis of Indole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- Indian Institute of Technology Roorkee
- Science and Engineering Research Board