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Substrate-driven selective mono- and bis-couplings of ortho-(OTf/I/Br) substituted gem-dibromovinylarenes
| Content Provider | Semantic Scholar |
|---|---|
| Author | Rao, Maddali L. N. Dasgupta, Priyabrata Islam, Sk Shamim |
| Copyright Year | 2017 |
| Abstract | A one-pot approach with the substrate-driven selective and competitive reactivity of ortho-trifloxy, iodo or bromo functionalized gem-dibromovinylarenes was studied under Pd-catalyzed conditions. These investigations provided synthetically important and structurally diverse functional ortho-alkynylbiaryls, ortho-alkynylbromoarenes, arene-1,2-diynes and diarylmethylidenefluorenes. The adopted protocol involving the in situ generation of 1-bromoalkyne from gem-dibromovinylarenes and their functionalization in pot- and atom-economical couplings employing triarylbismuths furnished a viable synthetic methodology with good to high yields. The present study also unveiled the substrate-driven selective mono- and bis-couplings using palladium catalyzed domino and sequential reaction protocols. |
| Starting Page | 335 |
| Ending Page | 342 |
| Page Count | 8 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/C6QO00681G |
| Volume Number | 4 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c6/qo/c6qo00681g/c6qo00681g1.pdf |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |