Dash, Ashutosh K. ; Jaladanki, Chaitanya K. ; Maiti, Dilip K. ; Singh, Deepika ; Tripathi, Anil K. ; Gupta, Vivek K. ; Bharatam, Prasad V. ; Mukherjee, Debaraj (2016) Tandemgem-dichlorination and nitrile oxide generation from chlorochromene aldoximes: synthesis of a new class of room temperature fluxional 4-chromanone derivatives ChemistrySelect, 1 (3). pp. 567-571. ISSN 2365-6549
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Official URL: http://doi.org/10.1002/slct.201600155
Related URL: http://dx.doi.org/10.1002/slct.201600155
Abstract
A tandem one pot reaction involving gem‐dichlorination, hydrolysis and nitrile oxide generation from 7‐alkoxy‐4‐chloro‐2,2‐dimethyl‐2H‐chromene‐6‐carbaldehyde oxime followed by olefin/alkyne cycloaddition has been carried out in good yield at ambient temperature using open flask chemistry. The synthesized 4‐chromanone derivatives show conformational isomerism as determined by VT 1H‐NMR, confirmed by X‐ray crystallography and explained by DFT calculations. This can be a general method for C‐3 electrophilic chlorination of benzopyran derivatives.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc. |
| Keywords: | 4-Benzopyranone; Fluxionality; Gem-dichlorination; NCS; Cycloaddition. |
| ID Code: | 116382 |
| Deposited On: | 12 Apr 2021 09:29 |
| Last Modified: | 12 Apr 2021 09:29 |
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