European Physical Journal C.
Springer New York LLC.
Vol. 77.
2017.
Synthesis of 8-substituted 1,5-diazabicyclo[3.2.1]octane derivatives via double aza-Michael addition of homopiperazine to 3-trifluoroacetyl-4H-chromenes
The reaction of homopiperazine with 2-trifluoroacetyl-1H-benzo[f]chromenes affords 2-(1,5-diazabicyclo[3.2.1]octan-8-yl)-3-(trifluoromethyl)-2,3-dihydro-1H-benzo[f]chromen-3-ols, while 3-trifluoroacetyl-4H-chromenes give 2-[2-(1,5-diazabicyclo[3.2.1]octan-8-yl)ethyl]phenols. Both reactions are the first examples of synthesis of 1,5-diazabicyclo[3.2.1]octane core via double Michael addition and include cascade Michael addition/pyran ring opening/Michael addition. © 2017 Elsevier B.V.
Authors
Osipov D.V.1
,
Melnikova I.V.1
,
Osyanin V.A.
1,
2
,
Lukashenko A.V.1
,
Klimochkin Y.N.1
Journal
Publisher
Elsevier B.V.
Language
English
Pages
71-75
Status
Published
Link
Volume
202
Year
2017
Organizations
- 1 Department of Organic Chemistry, Chemical Technological Faculty, Samara State Technical University, 244 Molodogvardeyskaya St., Samara, 443100, Russian Federation
- 2 Organic Chemistry Department, Faculty of Science, RUDN University, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
Keywords
1,5-Diazabicyclo[3.2.1]octane; 3-Trifluoroacetyl-4H-chromenes; Aza-Michael reaction; Cascade reactions; Homopiperazine
Date of creation
19.10.2018
Date of change
19.10.2018
Share
Other records
Bulletin of Experimental Biology and Medicine.
New York Consultants BureauSpringer / Автономная некоммерческая организация Издательство Российской академии медицинских наук.
Vol. 163.
2017.
P. 777-779