Synthesis of Diazo Compounds by Using NaN3 and Inexpensive SO2F2

A concise and efficient method was developed in which sodium azide (NaN3) and sulfuryl fluoride (SO2F2) were directly employed to synthesize diazo compounds with active methylene compounds. A variety of diazo compounds were produced in good to excellent yields. This protocol avoids the use of organosulfonyl azides, and features atom economy and mild reaction conditions. An alternate method for the synthesis of diazo compounds was provided. A concise and efficient method was developed in which sodium azide (NaN3) and sulfuryl fluoride were directly employed to synthesize diazo compounds with active methylene substrates.