Mukherjee, Kallol ; Shankar, Majji ; Ghosh, Koushik ; Sahoo, Akhila K. (2018) An Orchestrated Unsymmetrical Annulation Episode of C(sp2)–H Bonds with Alkynes and Quinones: Access to Spiro-isoquinolones Organic Letters, 20 (7). pp. 1914-1918. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.8b00468
Related URL: http://dx.doi.org/10.1021/acs.orglett.8b00468
Abstract
A nontrivial Ru-catalyzed one-pot sequential oxidative coupling of a (hetero)arene/vinylic/chromene system with alkyne and quinone is presented; the methyl phenyl sulfoximine (MPS) directing group is vital. This cyclization forms four (two C–C and two C–N) bonds in a single operation and produces unusual spiro-fused-isoquinolones with a broad scope. The release of phenyl methyl sulfoxide makes the MPS group transformable. A deuterium scrambling study sheds light on the reaction path.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 121869 |
| Deposited On: | 22 Jul 2021 18:33 |
| Last Modified: | 22 Jul 2021 18:33 |
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