Intramolecular nitrogen-hydrogen, oxygen-hydrogen and sulfur-hydrogen insertion reactions. Synthesis of heterocycles from. alpha.-diazo. beta.-keto esters

MP Moyer, PL Feldman, H Rapoport

文献索引：Moyer, Mikel P.; Feldman, Paul L.; Rapoport, Henry Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5223 - 5230

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被引用次数: 151

摘要

Several aspects of the Rh2 (OAc) 4-catalyzed intramolecular NH, 0-H, and SH insertion reactions have been studied. Examination of the effect of ring size revealed that four-, five- and six-membered nitrogen heterocycles can be efficiently prepared from the corresponding a-diazo@-keto ester precursors (ga-c), whereas competing CH insertion prevented formation of the seven-membered heterocycle. Variations in solvent, temperature, and ...