Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones
A novel and efficient rearrangement of N-tosylhydrazones bearing allyl ethers into trans-olefin-substituted sulfonylhydrazones is proposed. The reaction involves breakage of the C-O bond and formation of the C-N bond. The reaction can be extended to a wide range of substrates, and the target product...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Frontiers Media S.A.
2021-10-01
|
| Series: | Frontiers in Chemistry |
| Subjects: | |
| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2021.782641/full |
| _version_ | 1818574926217478144 |
|---|---|
| author | Yaoyao Chang Jianfang Fu Yingxue Li Rongcai Ding Yue Liu Jinxing Hu |
| author_facet | Yaoyao Chang Jianfang Fu Yingxue Li Rongcai Ding Yue Liu Jinxing Hu |
| author_sort | Yaoyao Chang |
| collection | DOAJ |
| description | A novel and efficient rearrangement of N-tosylhydrazones bearing allyl ethers into trans-olefin-substituted sulfonylhydrazones is proposed. The reaction involves breakage of the C-O bond and formation of the C-N bond. The reaction can be extended to a wide range of substrates, and the target products can be synthesized smoothly, regardless of the presence of electron-donating and electron-withdrawing groups. The proposed strategy is a new direction in the field of rearrangement reactions. |
| first_indexed | 2024-12-15T00:33:02Z |
| format | Article |
| id | doaj.art-7c35fca34dd1475ea01ac25965413ff7 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-12-15T00:33:02Z |
| publishDate | 2021-10-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-7c35fca34dd1475ea01ac25965413ff72022-12-21T22:41:56ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-10-01910.3389/fchem.2021.782641782641Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted SulfonylhydrazonesYaoyao ChangJianfang FuYingxue LiRongcai DingYue LiuJinxing HuA novel and efficient rearrangement of N-tosylhydrazones bearing allyl ethers into trans-olefin-substituted sulfonylhydrazones is proposed. The reaction involves breakage of the C-O bond and formation of the C-N bond. The reaction can be extended to a wide range of substrates, and the target products can be synthesized smoothly, regardless of the presence of electron-donating and electron-withdrawing groups. The proposed strategy is a new direction in the field of rearrangement reactions.https://www.frontiersin.org/articles/10.3389/fchem.2021.782641/fulltrans-structureallyl etherssulfonylhydrazonesrearrangementpalladium |
| spellingShingle | Yaoyao Chang Jianfang Fu Yingxue Li Rongcai Ding Yue Liu Jinxing Hu Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones Frontiers in Chemistry trans-structure allyl ethers sulfonylhydrazones rearrangement palladium |
| title | Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones |
| title_full | Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones |
| title_fullStr | Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones |
| title_full_unstemmed | Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones |
| title_short | Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones |
| title_sort | pd catalyzed rearrangement reaction of n tosylhydrazones bearing allyl ethers into trans olefin substituted sulfonylhydrazones |
| topic | trans-structure allyl ethers sulfonylhydrazones rearrangement palladium |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2021.782641/full |
| work_keys_str_mv | AT yaoyaochang pdcatalyzedrearrangementreactionofntosylhydrazonesbearingallylethersintotransolefinsubstitutedsulfonylhydrazones AT jianfangfu pdcatalyzedrearrangementreactionofntosylhydrazonesbearingallylethersintotransolefinsubstitutedsulfonylhydrazones AT yingxueli pdcatalyzedrearrangementreactionofntosylhydrazonesbearingallylethersintotransolefinsubstitutedsulfonylhydrazones AT rongcaiding pdcatalyzedrearrangementreactionofntosylhydrazonesbearingallylethersintotransolefinsubstitutedsulfonylhydrazones AT yueliu pdcatalyzedrearrangementreactionofntosylhydrazonesbearingallylethersintotransolefinsubstitutedsulfonylhydrazones AT jinxinghu pdcatalyzedrearrangementreactionofntosylhydrazonesbearingallylethersintotransolefinsubstitutedsulfonylhydrazones |