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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Main Authors: 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
Format: Article
Language:English
Published: MDPI AG 2018-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/23/11/3010
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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.
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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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