Non-pericyclic cycloaddition of gem-difluorosubstituted azomethine ylides to the CO bond: computational study and synthesis of fluorinated oxazole derivatives-Reference-Cited by-同舟云学术

Non-pericyclic cycloaddition of gem-difluorosubstituted azomethine ylides to the CO bond: computational study and synthesis of fluorinated oxazole derivatives

Published:2017 Issue:21 Volume:15 Page:4579-4586
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Gaisina Karina R.¹²³⁴,Khlebnikov Alexander F.¹²³⁴^ORCID,Novikov Mikhail S.¹²³⁴^ORCID

Affiliation:

1. St. Petersburg State University

2. Institute of Chemistry

3. St. Petersburg

4. 199034 Russia

Abstract

The cycloaddition of α,α,α-trifluoroacetophenones with gem-difluoro-substituted azomethine ylides, generated from N-benzhydrylideneamines and difluorocarbenes, occurs regioselectively to give fluorinated oxazolidines.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/OB/C7OB00521K

Reference42 articles.

1. 1,3-Dipolar Cycloaddition Chemistry, ed. A. Padwa, Wiley, New York, 1984

2. Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products, ed. A. Padwa and W. H. Pearson, John Wiley & Sons, New York, 2003

3. Nitrile oxides, nitrones and nitronates in organic synthesis: novel strategies in synthesis, ed. H. Feuer, John Wiley & Sons, Hoboken, 2008

4. 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives

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