Home / Publications / Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines

Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines

Nikolay Vladimirovich Chepchugov 1
Nikolay Vladimirovich Chepchugov
Dmitrii Sergeevich Kopchuk 1, 2
Dmitrii Sergeevich Kopchuk
Igor Sergeevich Kovalev 1
Igor Sergeevich Kovalev
Grigory Vasil'evich Zyryanov 1, 2
Grigory Vasil'evich Zyryanov
Vladimir Leonidovich Rusinov 1, 2
Vladimir Leonidovich Rusinov
Oleg Nikolaevich Chupakhin 1, 2
Oleg Nikolaevich Chupakhin
Published 2016-04-28
CommunicationVolume 26, Issue 3, 220-222
15
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Chepchugov N. V. et al. Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines // Mendeleev Communications. 2016. Vol. 26. No. 3. pp. 220-222.
GOST all authors (up to 50) Copy
Chepchugov N. V., Kopchuk D. S., Kovalev I. S., Zyryanov G. V., Rusinov V. L., Chupakhin O. N. Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines // Mendeleev Communications. 2016. Vol. 26. No. 3. pp. 220-222.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2016.04.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.04.014
TI - Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines
T2 - Mendeleev Communications
AU - Chepchugov, Nikolay Vladimirovich
AU - Kopchuk, Dmitrii Sergeevich
AU - Kovalev, Igor Sergeevich
AU - Zyryanov, Grigory Vasil'evich
AU - Rusinov, Vladimir Leonidovich
AU - Chupakhin, Oleg Nikolaevich
PY - 2016
DA - 2016/04/28
PB - Mendeleev Communications
SP - 220-222
IS - 3
VL - 26
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Chepchugov,
author = {Nikolay Vladimirovich Chepchugov and Dmitrii Sergeevich Kopchuk and Igor Sergeevich Kovalev and Grigory Vasil'evich Zyryanov and Vladimir Leonidovich Rusinov and Oleg Nikolaevich Chupakhin},
title = {Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines},
journal = {Mendeleev Communications},
year = {2016},
volume = {26},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.04.014},
number = {3},
pages = {220--222},
doi = {10.1016/j.mencom.2016.04.014}
}
MLA
Cite this
MLA Copy
Chepchugov, Nikolay Vladimirovich, et al. “Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines.” Mendeleev Communications, vol. 26, no. 3, Apr. 2016, pp. 220-222. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.04.014.

Abstract

Reaction of 6-aryl-3-trichloromethyl-1,2,4-triazines with 1-morpholinocyclopentene affords 4-aryl-1-dichloromethyl- 6,7-dihydro-5H-cyclopenta[c]pyridines.

References

2.
Preparation of some new intercalating europium(III) sensitizers
Mullins S.T., Sammes P.G., West R.M., Yahioglu G.
Journal of the Chemical Society Perkin Transactions 1, 1996
4.
3-(Dichloroacetyl)chromone; A New Building Block for the Synthesis of Formylated Purine Isosteres: Design and Synthesis of Fused α-(Formyl)pyridines
Langer P., Iaroshenko V., Mkrtchyan S., Ghazaryan G., Hakobyan A., Maalik A., Supe L., Villinger A., Tolmachev A., Ostrovskyi D., Sosnovskikh V., Ghochikyan T.
Synthesis, 2010
9.
Scope of Ru(II)-Catalyzed Synthesis of Pyridines from Alkynes and Nitriles
Varela J.A., Castedo L., Saá C.
Journal of Organic Chemistry, 2003
10.
Halogen-substituted pyridines 4. 2,3,5-trichloropyridines substituted at position 6
Shvekhgeimer G.A., Kobrakov K.I., Toshkhodzhaev H.A.
Chemistry of Heterocyclic Compounds, 1994
11.
An efficient synthesis of 6-fluoronalidixic acid and its conversion to enoxacin
Sanchez J.P., Rogowski J.W.
Journal of Heterocyclic Chemistry, 1987
12.
10.1016/j.mencom.2016.04.014_sbref0040b
Graf
J. Prakt. Chem., 1937
14.
Nitriles in Heterocyclic Synthesis: Synthesis of Some New Pyridine, Pyridazine, and Pyrimidine Derivatives
S. Ibrahim N., Hassan Mohamed M., Sobhy Ibrahim N., Hilmy Elnagdi M.
Heterocycles, 1987
15.
Nitriles in Organic Synthesis A Route to Polyfunctionally Substituted Azabiaryls
Ibrahim N.S., Mohamed M.H., Elnagdi M.H.
Archiv der Pharmazie, 1988
19.
New route to N‐aryl and N‐heteroaryl derivatives of 4‐hydroxy‐3‐quinolinecarboxamides
Clémence F., Le Martret O., Collard J.
Journal of Heterocyclic Chemistry, 1984
20.
Selectivity towards hydrodehalogenation and dehalo-coupling in the reduction of trichloromethyl derivatives with iron(II) chloride
Folli U., Goldoni F., Iarossi D., Sbardellati S., Taddei F.
Journal of the Chemical Society Perkin Transactions 2, 1995
21.
Chemistry of heterocyclic compounds. Part 80. .alpha.-Methyl functionalization of electron-poor heterocycles. Chloromethyl derivatives of 2,2'-bipyridines
Newkome G.R., Puckett W.E., Kiefer G.E., Gupta V.D., Xia Y., Coreil M., Hackney M.A.
Journal of Organic Chemistry, 1982
22.
Inert carbon free radicals. 9. The first perchlorinated triarylmethyl and fluorenyl radicals with a heteroaromatic ring, and related compounds
Julia L., Ballester M., Riera J., Castaner J., Ortin J.L., Onrubia C.
Journal of Organic Chemistry, 1988
23.
Synthesis of 2/6-(polychloromethyl)pyridine-carboxylates
Chupp J.P., Smith L.R.
Journal of Heterocyclic Chemistry, 1988
24.
Cp*RuCl-Catalyzed [2 + 2 + 2] Cycloadditions of α,ω-Diynes with Electron-Deficient Carbon−Heteroatom Multiple Bonds Leading to Heterocycles
Yamamoto Y., Kinpara K., Saigoku T., Takagishi H., Okuda S., Nishiyama H., Itoh K.
Journal of the American Chemical Society, 2004
26.
Efficient Generation of Pyridines by Ruthenium Carbene Mediated [2 + 2 + 2] Cyclotrimerization
27.
Novel Synthesis of 1,8-Alkanopyrido[3,4-d]pyridazine: a New Ring System
Elassar A.Z., Elkholy Y.M.
Chemistry of Heterocyclic Compounds, 2002
30.
The Extension of Conjugated System in Pyridyl-Substituted Monoazatriphenylenes for the Tuning of Photophysical Properties
Kopchuk D.S., Khasanov A.F., Kovalev I.S., Zyryanov G.V., Kim G.A., Nikonov I.L., Rusinov V.L., Chupakhin O.N.
Chemistry of Heterocyclic Compounds, 2014
31.
10.1016/j.mencom.2016.04.014_sbref0090b
Catozzi
Synlett, 2007
32.
Kovalev I.S., Kopchuk D.S., Khasanov A.F., Zyryanov G.V., Rusinov V.L., Chupakhin O.N.
Mendeleev Communications, 2014
33.
Synthesis of isoquinolines by cycloaddition of arynes to 1,2,4-triazines
Gonsalves A.M., Pinho e Melo T.M., Gilchrist T.L.
Tetrahedron, 1992
34.
Preparation of 3-Cyano-1-(2-Pyridyl)Isoquinolines by Using Aryne Intermediates
Kopchuk D.S., Nikonov I.L., Zyryanov G.V., Kovalev I.S., Rusinov V.L., Chupakhin O.N.
Chemistry of Heterocyclic Compounds, 2014
36.
Preparation of 5,6´-diaryl-2,2´-bipyridines using a 1,2,4-triazine methodology
Kopchuk D.S., Chepchugov N.V., Kim G.A., Zyryanov G.V., Kovalev I.S., Rusinov V.L., Chupakhin O.N.
Russian Chemical Bulletin, 2015
40.
Studies on as-Triazine Derivatives. XII. : Synthesis of Alkenyl-1, 2, 4-triazine Derivatives
KONNO S., SAGI M., TAKAHARU E., FUJIMURA S., HAYASHI K., YAMANAKA H.
Chemical and Pharmaceutical Bulletin, 2011
41.
Efficient partial hydrogenation of trichloromethyl to gem-dichloromethyl groups in platinum on carbon-catalyzed system
43.
Synthesis of some β-trichloromethyl-azines and -diazines
Cartwright D., Ferguson J.R., Giannopoulos T., Varvounis G., Wakefield B.J.
Journal of the Chemical Society Perkin Transactions 1, 1995
44.
Kopchuk D.S., Khasanov A.F., Kovalev I.S., Zyryanov G.V., Rusinov V.L., Chupakhina O.N.
Mendeleev Communications, 2013
45.
10.1016/j.mencom.2016.04.014_sbref0135b
Danishefsky
Chem. Ind. (London), 1967