N6-tert-Butoxycarbonyl derivatives of sydnone imines: Preparation and synthetic use

Cherepanov I.A., Samarskaya A.S., Godovikov I.A., Lyssenko K.A., Pankratova A.A., Kalinin V.N.
Тип документаJournal Article
Дата публикации2018-02-21
Название журналаTetrahedron Letters
ИздательElsevier
КвартильQ2
ISSN00404039, 18733581
  • Organic Chemistry
  • Drug Discovery
  • Biochemistry
Краткое описание
Abstract A highly efficient gram-scale method for the C(4)-functionalization of sydnone imine hydrochloride derivatives was developed. This new approach was realized through consecutive reactions including the preparation of a C(3)-substituted N 6 - tert -butoxycarbonyl sydnone imine derivative, deprotonation with n -BuLi and reaction of the lithiated-intermediate with an electrophilic agent, and removal of the Boc protecting group.
Пристатейные ссылки: 13
Цитируется в публикациях: 5
4H-Thiopyrans bearing a mesoionic ring
Cherepanov I.A., Savin E.D., Frolova N.G., Shishkova M.O., Godovikov I.A., Suponitsky K.Y., Lyssenko K.A., Kalinin V.N.
Q2 Mendeleev Communications 2009 цитирований: 9
4-Thio derivatives of sydnone imines
Cherepanov I.A., Lebedev S.N., Samarskaya A.S., Godovikov I.A., Nelyubina Y.V., Kalinin V.N.
Q2 Mendeleev Communications 2009 цитирований: 12
4-Diphenylphosphinosydnone imines as bidentate ligands
Kalinin V.N., Lebedev S.N., Cherepanov I.A., Godovikov I.A., Lyssenko K.A., Hey-Hawkins E.
Q1 Polyhedron 2009 цитирований: 10
4-formylsydnonimine derivatives
Cherepanov I.A., Kusaeva L.H., Godovikov I.A., Kalinin V.N.
Q3 Russian Chemical Bulletin 2009 цитирований: 7
Sydnonimines as exogenous NO donors
Khmel’nitskaya E.Y., Levina V.I., Trukhacheva L.A., Grigoriev N.B., Kalinin V.N., Cherepanov I.A., Lebedev S.N., Granik V.G.
Q3 Russian Chemical Bulletin 2004 цитирований: 9
Synthesis of sydnonimine derivatives as potential trypanocidal agents
Soulère L., Hoffmanna P., Bringaud F.
Q3 Journal of Heterocyclic Chemistry 2003 цитирований: 15
Synthesis and reactivity of 4-lithium and 4-copper derivatives of sydnone imines
Cherepanov I.A., Kalinin V.N.
Q2 Mendeleev Communications 2000 цитирований: 16
Heterocyclic NO prodrugs
Schönafinger K.
Il Farmaco 1999 цитирований: 56
An Efficient, One-Pot Synthesis of 3-Alkyl or Aryl Sydnoneimines
Beal E.N., Tumbull K.
Q3 Synthetic Communications 1992 цитирований: 5
Meso-ionic heterocycles (1976–1980)
Newton C.G., Ramsden C.A.
Q2 Tetrahedron 1982 цитирований: 244
Synthesis of 3-aminosydnone imines
Götz M., Grozinger K.
Q3 Journal of Heterocyclic Chemistry 1970 цитирований: 14
Метрики
Поделиться
Цитировать
ГОСТ |
Цитировать
1. Cherepanov I.A. и др. N6 - tert -Butoxycarbonyl derivatives of sydnone imines: Preparation and synthetic use // Tetrahedron Letters. 2018. Т. 59. № 8. С. 727–729.
RIS |
Цитировать

TY - JOUR

DO - 10.1016/j.tetlet.2018.01.019

UR - http://dx.doi.org/10.1016/j.tetlet.2018.01.019

TI - N6 - tert -Butoxycarbonyl derivatives of sydnone imines: Preparation and synthetic use

T2 - Tetrahedron Letters

AU - Cherepanov, Ilya A.

AU - Samarskaya, Alina S.

AU - Godovikov, Ivan A.

AU - Lyssenko, Konstantin A.

AU - Pankratova, Anastasia A.

AU - Kalinin, Valery N.

PY - 2018

DA - 2018/02

PB - Elsevier BV

SP - 727-729

IS - 8

VL - 59

SN - 0040-4039

ER -

BibTex |
Цитировать

@article{2018,

doi = {10.1016/j.tetlet.2018.01.019},

url = {https://doi.org/10.1016%2Fj.tetlet.2018.01.019},

year = 2018,

month = {feb},

publisher = {Elsevier {BV}},

volume = {59},

number = {8},

pages = {727--729},

author = {Ilya A. Cherepanov and Alina S. Samarskaya and Ivan A. Godovikov and Konstantin A. Lyssenko and Anastasia A. Pankratova and Valery N. Kalinin},

title = {N6 - tert -Butoxycarbonyl derivatives of sydnone imines: Preparation and synthetic use}

}

MLA
Цитировать
Cherepanov, Ilya A. et al. “N6 - Tert -Butoxycarbonyl Derivatives of Sydnone Imines: Preparation and Synthetic Use.” Tetrahedron Letters 59.8 (2018): 727–729. Crossref. Web.