Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes
1-(<i>p</i>-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 pat...
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2018-11-01
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Series: | Molecules |
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author | Alexander A. Titov Reza Samavati Elena V. Alexandrova Tatiana N. Borisova Tuyet Anh Dang Thi Van Tuyen Nguyen Tuan Anh Le Alexey V. Varlamov Erik V. Van der Eycken Leonid G. Voskressensky |
author_facet | Alexander A. Titov Reza Samavati Elena V. Alexandrova Tatiana N. Borisova Tuyet Anh Dang Thi Van Tuyen Nguyen Tuan Anh Le Alexey V. Varlamov Erik V. Van der Eycken Leonid G. Voskressensky |
author_sort | Alexander A. Titov |
collection | DOAJ |
description | 1-(<i>p</i>-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. |
first_indexed | 2024-12-22T15:49:04Z |
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id | doaj.art-eb8553e63e614b67b853a5c6fa23cc26 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-22T15:49:04Z |
publishDate | 2018-11-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-eb8553e63e614b67b853a5c6fa23cc262022-12-21T18:20:57ZengMDPI AGMolecules1420-30492018-11-012311301010.3390/molecules23113010molecules23113010Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated AlkynesAlexander A. Titov0Reza Samavati1Elena V. Alexandrova2Tatiana N. Borisova3Tuyet Anh Dang Thi4Van Tuyen Nguyen5Tuan Anh Le6Alexey V. Varlamov7Erik V. Van der Eycken8Leonid G. Voskressensky9Organic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, RussiaOrganic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, RussiaOrganic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, RussiaOrganic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, RussiaInstitute of Chemistry of Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi 100000, VietnamInstitute of Chemistry of Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi 100000, VietnamFaculty of Chemistry of VNU University of Science, 19 Le Thanh Tong, Hoan Kiem, Hanoi 100000, VietnamOrganic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, RussiaOrganic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, RussiaOrganic Chemistry Department, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198 Moscow, Russia1-(<i>p</i>-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.https://www.mdpi.com/1420-3049/23/11/3010tetrazolylisoquinolinestetrazolyl benzazocinescycle expansionStevens rearrangementactivated alkynes |
spellingShingle | Alexander A. Titov Reza Samavati Elena V. Alexandrova Tatiana N. Borisova Tuyet Anh Dang Thi Van Tuyen Nguyen Tuan Anh Le Alexey V. Varlamov Erik V. Van der Eycken Leonid G. Voskressensky Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes Molecules tetrazolylisoquinolines tetrazolyl benzazocines cycle expansion Stevens rearrangement activated alkynes |
title | Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes |
title_full | Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes |
title_fullStr | Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes |
title_full_unstemmed | Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes |
title_short | Synthesis of 1-(<i>para</i>-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes |
title_sort | synthesis of 1 i para i methoxyphenyl tetrazolyl substituted 1 2 3 4 tetrahydroisoquinolines and their transformations involving activated alkynes |
topic | tetrazolylisoquinolines tetrazolyl benzazocines cycle expansion Stevens rearrangement activated alkynes |
url | https://www.mdpi.com/1420-3049/23/11/3010 |
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