Formal (3 + 4)-Annulation of Propargylic p-Quinone Methides with 2-Indolylmethanols : Synthesis of Polysubstituted Indole-Fused Oxepines
A novel Brønsted acid catalyzed 1,8-addition mediated (3 + 4)-annulation of in situ generated propargylic p-quinone methides with 2-indolylmethanols is described. This method provides a convenient and mild approach to structurally interesting and synthetically important polysubstituted indole-fused oxepines in high yields. Moreover, 2-indolylmethanols as four-atom synthons in the (3 + 4)-annulations under Brønsted acid conditions have been explored for the first time.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2021 |
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| Erschienen: |
2021 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:86 |
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| Enthalten in: |
The Journal of organic chemistry - 86(2021), 11 vom: 04. Juni, Seite 7490-7499 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Qiu, Zong-Wang [VerfasserIn] |
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| Links: |
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| Themen: |
138230-21-4 |
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| Anmerkungen: |
Date Completed 07.07.2021 Date Revised 07.07.2021 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/acs.joc.1c00484 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM325552479 |
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| 245 | 1 | 0 | |a Formal (3 + 4)-Annulation of Propargylic p-Quinone Methides with 2-Indolylmethanols |b Synthesis of Polysubstituted Indole-Fused Oxepines |
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| 500 | |a Date Revised 07.07.2021 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A novel Brønsted acid catalyzed 1,8-addition mediated (3 + 4)-annulation of in situ generated propargylic p-quinone methides with 2-indolylmethanols is described. This method provides a convenient and mild approach to structurally interesting and synthetically important polysubstituted indole-fused oxepines in high yields. Moreover, 2-indolylmethanols as four-atom synthons in the (3 + 4)-annulations under Brønsted acid conditions have been explored for the first time | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Indolequinones |2 NLM | |
| 650 | 7 | |a Indoles |2 NLM | |
| 650 | 7 | |a quinone methide |2 NLM | |
| 650 | 7 | |a 138230-21-4 |2 NLM | |
| 700 | 1 | |a Li, Bao Qiong |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Hong-Fu |e verfasserin |4 aut | |
| 700 | 1 | |a Zhu, Zhi-Qiang |e verfasserin |4 aut | |
| 700 | 1 | |a Pan, Han-Peng |e verfasserin |4 aut | |
| 700 | 1 | |a Feng, Na |e verfasserin |4 aut | |
| 700 | 1 | |a Ma, Ai-Jun |e verfasserin |4 aut | |
| 700 | 1 | |a Peng, Jin-Bao |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Xiang-Zhi |e verfasserin |4 aut | |
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