Synthesis of difluorosubstituted six-membered nitronates via an addition/substitution cascade

Synthesis of difluorosubstituted six-membered nitronates via an addition/substitution cascade Full article

Journal

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Output data

Year: 2016, Volume: 57, Number: 32, Pages: 3639-3642 Pages count : 4 DOI: 10.1016/j.tetlet.2016.06.135

Authors

Fedorov Oleg V. ¹ , Levin Vitalij V. ¹ , Volodin Alexander D. ^2,1 , Struchkova Marina I. ¹ , Korlyukov Alexander A. ³ , Dilman Alexander D. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky Prosp. 47, Russian Federation
2	Higher Chemical College, Russian Academy of Sciences, 125047 Moscow, Miusskaya Sq. 9, Russian Federation
3	A. N. Nesmeyanov Institute of Organoelement Compounds, 119991 Moscow, Vavilov Str. 28, Russian Federation

A method for the synthesis of 5,5-difluorosubstituted six-membered nitronates by the coupling of 2-bromo-1,1-difluoroethyl ketones with nitro alkanes is described. The reaction is mediated by 1,8-diazabicycloundec-7-ene and proceeds as a sequence of nitronate anion addition at the carbonyl group and intramolecular nucleophilic substitution of bromine.

Fedorov O.V. , Levin V.V. , Volodin A.D. , Struchkova M.I. , Korlyukov A.A. , Dilman A.D.
Synthesis of difluorosubstituted six-membered nitronates via an addition/substitution cascade
Tetrahedron Letters. 2016. V.57. N32. P.3639-3642. DOI: 10.1016/j.tetlet.2016.06.135 WOS Scopus OpenAlex

Web of science:	WOS:000380599800013
Scopus:	2-s2.0-84978863405
OpenAlex:	W2469580083

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OpenAlex	10
Scopus	10
Web of science	9