Ipso-cyclization via a dienone-phenol rearrangement of alkynyloxy cyclohexadienones for the synthesis of oxaspiro[4.5]trienones
| Title | Ipso-cyclization via a dienone-phenol rearrangement of alkynyloxy cyclohexadienones for the synthesis of oxaspiro[4.5]trienones |
| Publication Type | Journal Article |
| Year of Publication | 2025 |
| Authors | Rai, A, Kundu, AI, Shukla, E, Das, U |
| Journal | Journal of Organic Chemistry |
| Volume | 90 |
| Issue | 38 |
| Pagination | 13399-13406 |
| Date Published | SEP |
| Type of Article | Article |
| ISSN | 0022-3263 |
| Abstract | Herein, we present a convenient method to access oxaspiro[4.5]trienone compounds from alkynyloxy cyclohexadienones. The reactions are catalyzed by Lewis/Bronsted acids, yielding the desired products in moderate to good yields under very mild reaction conditions. The process, which involves a dienone-phenol rearrangement, is characterized by its simplicity and the absence of any additional activators. The synthesis of the oxaspiro[4.5]trienone compounds is amenable to gram-scale reactions along with subsequent product transformations, making this approach practical and attractive. |
| DOI | 10.1021/acs.joc.5c00893 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.3 |
Divison category:
Organic Chemistry
Database:
Web of Science (WoS)

Add new comment