Chowdhury, Sushobhan ; Chanda, Tanmoy ; Koley, Suvajit ; Ramulu, B. Janaki ; Jones, Raymond C.F. ; Singh, Maya Shankar (2015) Organoindium mediated Csp3–S cross-coupling/migratory allenylation/thioannulation cascade: expedient synthesis of highly substituted thiophene frameworks Tetrahedron, 71 (12). pp. 1844-1850. ISSN 0040-4020
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Official URL: http://doi.org/10.1016/j.tet.2015.01.065
Related URL: http://dx.doi.org/10.1016/j.tet.2015.01.065
Abstract
An operationally simple, efficient and convenient approach for the synthesis of highly substituted thiophene frameworks has been developed via the organoindium mediated coupling of α-enolic dithioesters and C2–C3 centres of propargylic bromides. The in situ generated propargyl indium species efficiently guides the unusual mode of fusion through an unprecedented Csp3–S cross-coupling/migratory C-allenylation/thioannulation cascade to furnish the corresponding thiophenes in a single synthetic operation. Furthermore, this protocol does not require any co-catalyst or activator.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 120248 |
| Deposited On: | 24 Jun 2021 10:50 |
| Last Modified: | 24 Jun 2021 10:50 |
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