Base-free and catalyst-free synthesis of functionalized dihydrobenzoxazoles via vinylogous carbonate to carbamate rearrangement
| Title | Base-free and catalyst-free synthesis of functionalized dihydrobenzoxazoles via vinylogous carbonate to carbamate rearrangement |
| Publication Type | Journal Article |
| Year of Publication | 2017 |
| Authors | Das, TKanti, Mondal, S, Gonnade, RG, Biju, AT |
| Journal | Organic Letters |
| Volume | 19 |
| Date Published | OCT |
| Type of Article | Article |
| Abstract | An unexpected, catalyst-free, and base-free intramolecular cyclization of N-aryloxyacrylate aldimines, under thermal conditions leading to the synthesis of functionalized dihydrobenzoxazoles, is reported. The reaction features a unique rearrangement of vinylogous carbonates to vinylogous carbamates resulting in a new carbon–oxygen and carbon–nitrogen bond construction. The reaction tolerates a broad range of functional groups and the desired products are formed in moderate to good yields. |
| DOI | 10.1021/acs.orglett.7b02733 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 6.732 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry