Diels-alder reaction of tropones with arynes: synthesis of functionalized benzobicyclo[3.2.2]nonatrienones
| Title | Diels-alder reaction of tropones with arynes: synthesis of functionalized benzobicyclo[3.2.2]nonatrienones |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Thangaraj, M, Bhojgude, SSuresh, Bisht, RH, Gonnade, RG, Biju, AT |
| Journal | Journal of Organic Chemistry |
| Volume | 79 |
| Issue | 10 |
| Pagination | 4757–4762 |
| Date Published | APR |
| Abstract | A new procedure for the mild, practical, and scalable Diels–Alder reaction of tropones with arynes is reported. Differently substituted tropones undergo selective [4 + 2] cycloaddition with arynes generated in situ by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates, allowing the formation of functionalized benzobicyclo[3.2.2]nonatrienone derivatives in moderate to good yields. In addition, the photophysical properties of the cycloadducts are presented. |
| DOI | 10.1021/jo500819w |
| Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.785 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry
Physical and Materials Chemistry