1,1,1,4,4,4‐Hexafluorobut‐2‐yne (HFB) as a Versatile Dipolarophile for [3+2] Cycloaddition with 1,3‐Dipoles toward Azoles with Adjacent CF 3  Groups | Zendy

Yagupolskii Yurii L. | Zendy; Pavlenko Natalia V. | Zendy; Gerus Igor I. | Zendy; Peng Sheng | Zendy; Nappa Mario | Zendy

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1,1,1,4,4,4‐Hexafluorobut‐2‐yne (HFB) as a Versatile Dipolarophile for [3+2] Cycloaddition with 1,3‐Dipoles toward Azoles with Adjacent CF 3 Groups

Author(s) -

Yagupolskii Yurii L.,

Pavlenko Natalia V.,

Gerus Igor I.,

Peng Sheng,

Nappa Mario

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201900387

Subject(s) - cycloaddition , nitrile , catalysis , functional group , chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , polymer

This project involves the syntheses of novel pyrazoles, pyrazolines and isoxazoles with two CF 3 groups via 1,3‐dipolar cycloaddition reaction of 1,1,1,4,4,4‐hexafluorobut‐2‐yne ( HFB ) with diazocompounds, azomethine imines and nitrile oxides, respectively. Conditions for these azoles preparation differ in catalyst‐free mild manners and are applicable to a wide range of substrates, while demonstraiting a high functional group tolerance with yields of target heterocycles from moderate to excellent. Indeed, pyrazolines bearing two adjacent CF 3 groups are practically unknown up to date.

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