Furan-containing gem-bromonitroethenes: synthesis and reaction with morpholine

S. S. Eliseenko; S. V. Makarenko; V. M. Berestovitskaya

doi:10.1134/S1070363215060110

Furan-containing gem-bromonitroethenes: synthesis and reaction with morpholine

S. S. Eliseenko^*
, S. V. Makarenko
, V. M. Berestovitskaya

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

The first time the representative of furan-containing gem-bromonitroethenes 5-nitro-2-(2-bromo-2-nitro-ethenyl)furan was synthesized by bromination of 5-nitro-2-(2-nitroethenyl)furan followed by dehydrohalogenation of the dibromide. Morpholine adducts of the synthesized β-substituted gem-bromonitroethene and its analog with a 5-bromo-2-furyl substituent were obtained. The structures of the gem-bromonitroethenes and aza adducts were characterized by spectral methods (IR, UV, ¹H, and ¹³C-{¹H} NMR, including ¹H-¹³C HMQC and HMBC).

Original language	English
Pages (from-to)	1424-1430
Number of pages	7
Journal	Russian Journal of General Chemistry
Volume	85
Issue number	6
DOIs	https://doi.org/10.1134/S1070363215060110
Publication status	Published - 24 Jun 2015
Externally published	Yes

Keywords

furan
gem-bromonitroethene
morpholine
nucleophilic addition

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10.1134/S1070363215060110

Cite this

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title = "Furan-containing gem-bromonitroethenes: synthesis and reaction with morpholine",

abstract = "The first time the representative of furan-containing gem-bromonitroethenes 5-nitro-2-(2-bromo-2-nitro-ethenyl)furan was synthesized by bromination of 5-nitro-2-(2-nitroethenyl)furan followed by dehydrohalogenation of the dibromide. Morpholine adducts of the synthesized β-substituted gem-bromonitroethene and its analog with a 5-bromo-2-furyl substituent were obtained. The structures of the gem-bromonitroethenes and aza adducts were characterized by spectral methods (IR, UV, 1H, and 13C-\{1H\} NMR, including 1H-13C HMQC and HMBC).",

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doi = "10.1134/S1070363215060110",

language = "English",

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TY - JOUR

T1 - Furan-containing gem-bromonitroethenes

T2 - synthesis and reaction with morpholine

AU - Eliseenko, S. S.

AU - Makarenko, S. V.

AU - Berestovitskaya, V. M.

PY - 2015/6/24

Y1 - 2015/6/24

N2 - The first time the representative of furan-containing gem-bromonitroethenes 5-nitro-2-(2-bromo-2-nitro-ethenyl)furan was synthesized by bromination of 5-nitro-2-(2-nitroethenyl)furan followed by dehydrohalogenation of the dibromide. Morpholine adducts of the synthesized β-substituted gem-bromonitroethene and its analog with a 5-bromo-2-furyl substituent were obtained. The structures of the gem-bromonitroethenes and aza adducts were characterized by spectral methods (IR, UV, 1H, and 13C-{1H} NMR, including 1H-13C HMQC and HMBC).

AB - The first time the representative of furan-containing gem-bromonitroethenes 5-nitro-2-(2-bromo-2-nitro-ethenyl)furan was synthesized by bromination of 5-nitro-2-(2-nitroethenyl)furan followed by dehydrohalogenation of the dibromide. Morpholine adducts of the synthesized β-substituted gem-bromonitroethene and its analog with a 5-bromo-2-furyl substituent were obtained. The structures of the gem-bromonitroethenes and aza adducts were characterized by spectral methods (IR, UV, 1H, and 13C-{1H} NMR, including 1H-13C HMQC and HMBC).

KW - furan

KW - gem-bromonitroethene

KW - morpholine

KW - nucleophilic addition

UR - https://www.scopus.com/pages/publications/84937780503

U2 - 10.1134/S1070363215060110

DO - 10.1134/S1070363215060110

M3 - Article

AN - SCOPUS:84937780503

SN - 1070-3632

VL - 85

SP - 1424

EP - 1430

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

IS - 6

ER -

Furan-containing gem-bromonitroethenes: synthesis and reaction with morpholine

Abstract

Keywords

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