Abstract
The diazo transfer reactions of fluoroalkanesulfonyl azides 1 with ethyl 2-oxocyclopentanecarboxylate 2, in the presence of triethylamine, give ring-opened diazo amido esters 3a– 3d in high yields. Rhodium-catalyzed decompositions of these novel diazocarbonyl compounds 3 have been examined. The results show that β-hydride elimination by an intermediate carbene or rhodium-carbenoid is exclusively preferred, and the intramolecular cyclization onto the N-sulfonylcarbamoyl substituent does not take place. However, when fluoroalkanesulfonyl azides 1 react with ethyl 2-oxocyclohexanecarboxylate 5, the ring-contraction product cyclopentanecarboxylate 6 is formed as the only product.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
