Synthesis of 1-(para-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes

1-(p-Methoxyphenyl)tetrazolyl-substituted 6,7-dimethoxy(6,7-methylenedioxy)-1,2,3,4-tetrahydroisoquinolines formed tetrazolyl-substituted azocines in high yields by using activated alkynes. Unsubstituted at 6,7,8-aromatic fragment 1-tetrazolylisoquinoline interacted in several pathways forming tetrazolyl-substituted azocines, 1-tetrazolyl-1-R-vinylisoquinolines and 3-azaspiro[5.5]undeca-1,7,9-triene.

Authors
Titov A.A. 1 , Samavati R. 1 , Alexandrova E.V. 1 , Borisova T.N. 1 , Dang Thi T.A. , Nguyen V.T. 3, 4 , Le T.A. 5 , Varlamov A.V. 1 , Van Der Eycken E.V. , Voskressensky L.G. 1
Journal
Molecules
Publisher
MDPI AG
Number of issue
11
Language
English
Status
Published
Link
External link
DOI
10.3390/MOLECULES23113010
Volume
23
Year
2018
Organizations
  • 1 Organic Chemistry Department, Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 2 Institute of Chemistry of Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi 100000, Vietnam. dangtuyetanh1201@gmail.com
  • 3 Institute of Chemistry of Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi 100000, Vietnam. ngvtuyen@hotmail.com
  • 4 Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi 100000, Vietnam. ngvtuyen@hotmail.com
  • 5 Faculty of Chemistry of VNU University of Science, 19 Le Thanh Tong ,Hoan Kiem, Hanoi, 100000, Viet Nam
  • 6 Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven Celestijnenlaan 200F, Leuven, 3001, Belgium
Keywords
activated alkynes; cycle expansion; Stevens rearrangement; tetrazolyl benzazocines; tetrazolylisoquinolines
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