Publication: The first reaction of Dimethoxycarbene with an imine moiety
The first reaction of Dimethoxycarbene with an imine moiety
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Mlostoń, G., & Heimgartner, H. (2007). The first reaction of Dimethoxycarbene with an imine moiety. Helvetica Chimica Acta, 90, 1758–1764. https://doi.org/10.1002/hlca.200790185
Abstract
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The nucleophilic dimethoxycarbene (DMC; 2) generated by thermal decomposition of 2,5-dihydro-1,3,4-oxadiazole derivative 1 in boiling toluene reacts smoothly with N-(9H-fluoren-9-ylidene)-4-methylbenzenesulfonamide (7b) to yield carbonimidoate derivative 10. A multi-step reaction pathway, initiated by the attack of DMC onto the C=N bond and followed by the migration of the sulfonyl group (or via a sulfinate anion) is proposed to explain the formation of the final product. In contrast to the formal ketimine 7b, N-benzylidene-4-methylbe
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- Heimgartner, H
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Mlostoń, G., & Heimgartner, H. (2007). The first reaction of Dimethoxycarbene with an imine moiety. Helvetica Chimica Acta, 90, 1758–1764. https://doi.org/10.1002/hlca.200790185
