SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes
A catalyst-free novel and efficient methodology for the challenging synthesis of benzo-oxetes from 2'-hydroxyacetophenones mediated by sulfuryl fluoride (SO2F2) gas has been realized. The combination of 2'-hydroxyacetophenones and SO2F2 furnishes synthetically challenging benzo-oxetanes in...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2019-04-01
|
| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.15.95 |
| _version_ | 1818646069124268032 |
|---|---|
| author | Revathi Lekkala Ravindar Lekkala Balakrishna Moku K. P. Rakesh Hua-Li Qin |
| author_facet | Revathi Lekkala Ravindar Lekkala Balakrishna Moku K. P. Rakesh Hua-Li Qin |
| author_sort | Revathi Lekkala |
| collection | DOAJ |
| description | A catalyst-free novel and efficient methodology for the challenging synthesis of benzo-oxetes from 2'-hydroxyacetophenones mediated by sulfuryl fluoride (SO2F2) gas has been realized. The combination of 2'-hydroxyacetophenones and SO2F2 furnishes synthetically challenging benzo-oxetanes in moderate to excellent yields. The highlight of this work is the design and synthesis of strained four-membered oxete rings. |
| first_indexed | 2024-12-17T00:40:46Z |
| format | Article |
| id | doaj.art-e416be7540a54b7eb166ea7eef2d492d |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T00:40:46Z |
| publishDate | 2019-04-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-e416be7540a54b7eb166ea7eef2d492d2022-12-21T22:10:01ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-04-0115197698010.3762/bjoc.15.951860-5397-15-95SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetesRevathi Lekkala0Ravindar Lekkala1Balakrishna Moku2K. P. Rakesh3Hua-Li Qin4State Key Laboratory of Silicate Materials for Architectures; School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan 430070, ChinaState Key Laboratory of Silicate Materials for Architectures; School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan 430070, ChinaState Key Laboratory of Silicate Materials for Architectures; School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan 430070, ChinaState Key Laboratory of Silicate Materials for Architectures; School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan 430070, ChinaState Key Laboratory of Silicate Materials for Architectures; School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan 430070, ChinaA catalyst-free novel and efficient methodology for the challenging synthesis of benzo-oxetes from 2'-hydroxyacetophenones mediated by sulfuryl fluoride (SO2F2) gas has been realized. The combination of 2'-hydroxyacetophenones and SO2F2 furnishes synthetically challenging benzo-oxetanes in moderate to excellent yields. The highlight of this work is the design and synthesis of strained four-membered oxete rings.https://doi.org/10.3762/bjoc.15.95benzo-oxetes2'-hydroxyacetophenonessulfuryl fluoride |
| spellingShingle | Revathi Lekkala Ravindar Lekkala Balakrishna Moku K. P. Rakesh Hua-Li Qin SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes Beilstein Journal of Organic Chemistry benzo-oxetes 2'-hydroxyacetophenones sulfuryl fluoride |
| title | SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes |
| title_full | SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes |
| title_fullStr | SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes |
| title_full_unstemmed | SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes |
| title_short | SO2F2-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes |
| title_sort | so2f2 mediated transformation of 2 hydroxyacetophenones to benzo oxetes |
| topic | benzo-oxetes 2'-hydroxyacetophenones sulfuryl fluoride |
| url | https://doi.org/10.3762/bjoc.15.95 |
| work_keys_str_mv | AT revathilekkala so2f2mediatedtransformationof2hydroxyacetophenonestobenzooxetes AT ravindarlekkala so2f2mediatedtransformationof2hydroxyacetophenonestobenzooxetes AT balakrishnamoku so2f2mediatedtransformationof2hydroxyacetophenonestobenzooxetes AT kprakesh so2f2mediatedtransformationof2hydroxyacetophenonestobenzooxetes AT hualiqin so2f2mediatedtransformationof2hydroxyacetophenonestobenzooxetes |