Rhodium(III)-catalyzed heteroatom-directed C–H allylation with allylic phosphonates and allylic carbonates at room temperature
| Autor: | Young Hoon Jung, Sang Hoon Han, Hyeim Jo, Sangil Han, Taejoo Jeong, Jong Hwan Kwak, Miji Choi, Seok-Yong Lee, Jihye Park, In Su Kim |
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| Rok vydání: | 2016 |
| Předmět: |
Allylic rearrangement
010405 organic chemistry Organic Chemistry Heteroatom chemistry.chemical_element Allylic alcohol 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Vinyl oxirane 0104 chemical sciences Catalysis Rhodium chemistry.chemical_compound chemistry Drug Discovery Organic chemistry Thiazole |
| Zdroj: | Tetrahedron. 72:571-578 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2015.12.029 |
| Popis: | The rhodium(III)-catalyzed mild and site-selective C–H allylation of 2-arylbenzo[d]thiazoles and 2-arylbenzo[d]oxazoles with allylic phosphonates and allylic carbonates is described. This transformation provides an efficient construction of C2-allylated, crotylated and prenylated 2-arylbenzo[d]thiazoles and 2-arylbenzo[d]oxazoles. In addition, this protocol can be applied to the formation of 2-arylbenzo[d]thiazole scaffolds containing an allylic alcohol group by using of 4-vinyl-1,3-dioxolan-2-one and vinyl oxirane as coupling partners. |
| Databáze: | OpenAIRE |
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