![4-{2-[4-(2-Methyl-2-propanyl)phenyl]ethoxy}quinazoline structure](https://static.chemtradehub.com/structs/120/120928-09-8-d3db.webp "4-{2-[4-(2-Methyl-2-propanyl)phenyl]ethoxy}quinazoline structure")
4-{2-[4-(2-Methyl-2-propanyl)phenyl]ethoxy}quinazoline
CAS Number:
120928-09-8
Molecular Formula:
C20H22N2O
Effect of noncovalent interactions in ion pairs on hypervalent iodines: inversion of regioselectivity in sulfonyloxylactonization
Literature Information
Publication Date
2021-04-28
DOI
10.1039/D1QO00523E
Impact Factor
5.281
Authors
Masaki Fujie, Junki Hara
View Original
Abstract
We synthesized novel hypervalent iodines possessing cationic heterocyclic moieties nearby the iodine(III) center. The novel hypervalent iodines exhibited a totally different regioselectivity from common PhI(OAc)2 during the sulfonyloxylactonization of 2-vinylbenzoic acids. The noncovalent interactions between the sulfonyloxy groups and the cationic heterocyclic moieties resulted in a significant change in the regioselectivity, which was revealed by the observation of intermediates and density functional theory studies including noncovalent interaction analysis.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS Number:
1020174-04-2
Molecular Formula:
C10H17BN2O2
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