37958-32-0Relevant academic research and scientific papers
Synthesis of 3-alkoxy/aryloxy - Lactams using diazoacetate esters as ketene precursors under photoirradiation
Qi, Hengzhen,Yang, Zhanhui,Xu, Jiaxi
experimental part, p. 723 - 730 (2011/04/24)
3-Alkoxy/aryloxy - lactams are synthesized in satisfactory to good yields from the reaction of imines and alkyl/aryl di-azoacetates under photoirradiation conditions. Typically, trans - lactams are obtained as the major products from linear imines using the current method. By contrast, the corresponding thermal reaction of imines and alkoxy/aryloxyacetyl chlorides, or their equivalents, in the presence of triethylamine affords cis - lactams as the major or exclusive products. The formation of trans - lactams from linear imines is attributed to isomerization of the imines from their trans-isomers into syn-isomers under UV irradiation. The reported method represents a metal-free and neutral approach for the synthesis of 3-alkoxy/aryloxy - lactams. Georg Thieme Verlag Stuttgart New York.
