N-Alkyl a-diazo-g-butyrolactams previously found to be unstable and undergo unproductive dimerization to bis-hydrazones, were successfully converted immediately to various X-H insertion products with alcohols, aromatic amines and thiols via an in situ RhII-catalyzed reaction. With aliphatic amines or unreactive, sterically hindered anilines, the reaction tends to yield enamine adducts.
Keywords: N-alkyl 2-pyrrolidones; in situ reaction; stability of diazo compounds; RhII-catalyzed insertion reactions
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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:
Eremeyeva, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M. Beilstein Arch. 2020, 202015. doi:10.3762/bxiv.2020.15.v1
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