| Publication Type |
Journal Article |
| Title |
Redox-Neutral Arylations of Vinyl Cation Intermediates |
| Authors |
Daniel Kaiser Luis F. Veiros Nuno Maulide |
| Groups |
IOARC |
| Journal |
ADVANCED SYNTHESIS \& CATALYSIS |
| Year |
2017 |
| Month |
January |
| Volume |
359 |
| Number |
1 |
| Pages |
64-77 |
| Abstract |
Herein we present a new unified concept for C-C bond formation under redox-neutral conditions. Our strategy hinges upon interception of a vinyl cation with a sulfoxide resulting in simultaneous C-C and C-O bond formation and arylation. A range of structurally diverse vinyl cations are generated in situ in the presence of a sulfoxide, resulting in hydrative arylation, direct arylation of enol triflates and interrupted Meyer-Schuster rearrange-ment. Mechanistic investigations showcase the crucial role played by the fleeting vinyl cation intermediate and structural features that lead to its stabilization. Applications of the reaction products to synthesis are also presented. |
| DOI |
http://dx.doi.org/10.1002/adsc.201600860 |
| ISBN |
|
| Publisher |
WILEY-V C H VERLAG GMBH |
| Book Title |
|
| ISSN |
1615-4150 |
| EISSN |
1615-4169 |
| Conference Name |
|
| Bibtex ID |
ISI:000391812000015 |
| Observations |
|
