4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one
A simple approach to synthesize 4b,5,6,9-tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin- 7-one has been developed, based on a three-step transformation of 2-(2-bromophenyl)cyclopropane-1,1-diester. The key stage in this meth...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2019-05-01
|
| Series: | Molbank |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-8599/2019/2/M1061 |
| _version_ | 1818251665359241216 |
|---|---|
| author | Maksim A. Boichenko Igor Yu. Babkin Sergey G. Kobylskoy Alexey O. Chagarovskiy Olga A. Ivanova Igor V. Trushkov |
| author_facet | Maksim A. Boichenko Igor Yu. Babkin Sergey G. Kobylskoy Alexey O. Chagarovskiy Olga A. Ivanova Igor V. Trushkov |
| author_sort | Maksim A. Boichenko |
| collection | DOAJ |
| description | A simple approach to synthesize 4b,5,6,9-tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin- 7-one has been developed, based on a three-step transformation of 2-(2-bromophenyl)cyclopropane-1,1-diester. The key stage in this method is an intramolecular cross-coupling of 1-(2-bromobenzyl)-5-(2-bromophenyl)pyrrolidin-2-one under continuous flow conditions in an H-Сube-Pro using commercially available supported Pd catalysts. |
| first_indexed | 2024-12-12T16:11:53Z |
| format | Article |
| id | doaj.art-e6692fa587b7444fbc9b6cbef50850c5 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-12-12T16:11:53Z |
| publishDate | 2019-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-e6692fa587b7444fbc9b6cbef50850c52022-12-22T00:19:10ZengMDPI AGMolbank1422-85992019-05-0120192M106110.3390/M1061M10614b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-oneMaksim A. Boichenko0Igor Yu. Babkin1Sergey G. Kobylskoy2Alexey O. Chagarovskiy3Olga A. Ivanova4Igor V. Trushkov5Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie gory 1-3, Moscow 119991, RussianLaboratory of High Technologies, Ltd. Vernadskogo 86, Moscow 119571, RussianLaboratory of High Technologies, Ltd. Vernadskogo 86, Moscow 119571, RussianLaboratory of Chemical Synthesis, Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela 1, Moscow 117997, RussianDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie gory 1-3, Moscow 119991, RussianLaboratory of Chemical Synthesis, Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela 1, Moscow 117997, RussianA simple approach to synthesize 4b,5,6,9-tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin- 7-one has been developed, based on a three-step transformation of 2-(2-bromophenyl)cyclopropane-1,1-diester. The key stage in this method is an intramolecular cross-coupling of 1-(2-bromobenzyl)-5-(2-bromophenyl)pyrrolidin-2-one under continuous flow conditions in an H-Сube-Pro using commercially available supported Pd catalysts.https://www.mdpi.com/1422-8599/2019/2/M1061donor-acceptor cyclopropanestetrahydrodibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepinescross-coupling reactionsflow chemistry |
| spellingShingle | Maksim A. Boichenko Igor Yu. Babkin Sergey G. Kobylskoy Alexey O. Chagarovskiy Olga A. Ivanova Igor V. Trushkov 4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one Molbank donor-acceptor cyclopropanes tetrahydrodibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepines cross-coupling reactions flow chemistry |
| title | 4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one |
| title_full | 4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one |
| title_fullStr | 4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one |
| title_full_unstemmed | 4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one |
| title_short | 4b,5,6,9-Tetrahydro-7<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepin-7-one |
| title_sort | 4b 5 6 9 tetrahydro 7 i h i dibenzo i c i i e i pyrrolo 1 2 i a i azepin 7 one |
| topic | donor-acceptor cyclopropanes tetrahydrodibenzo[<i>c</i>,<i>e</i>]pyrrolo[1,2-<i>a</i>]azepines cross-coupling reactions flow chemistry |
| url | https://www.mdpi.com/1422-8599/2019/2/M1061 |
| work_keys_str_mv | AT maksimaboichenko 4b569tetrahydro7ihidibenzoiciieipyrrolo12iaiazepin7one AT igoryubabkin 4b569tetrahydro7ihidibenzoiciieipyrrolo12iaiazepin7one AT sergeygkobylskoy 4b569tetrahydro7ihidibenzoiciieipyrrolo12iaiazepin7one AT alexeyochagarovskiy 4b569tetrahydro7ihidibenzoiciieipyrrolo12iaiazepin7one AT olgaaivanova 4b569tetrahydro7ihidibenzoiciieipyrrolo12iaiazepin7one AT igorvtrushkov 4b569tetrahydro7ihidibenzoiciieipyrrolo12iaiazepin7one |