2,2′‐Bis(arylamino)‐1,1′‐biaryls as Building Blocks for the Synthesis of Dibenzo[d,f][1,3]diazepines, Dibenzo[d,f][1,3]diazepinones, and Dibenzo[c,e][1,2,7]thiadiazepine 6‐Oxides

European Journal of Organic Chemistry(2023)

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摘要
Abstract The iron‐catalyzed oxidative C−C homocoupling of diarylamines affords 2,2′‐bis(arylamino)‐1,1′‐biaryls which represent crucial synthetic building blocks for an access to a range of seven‐membered heterocyclic ring systems. Reaction with paraformaldehyde, diphenyl carbonate, and diphenyl sulfite as efficient 1,1‐dielectrophiles led to dibenzo[ d , f ][1,3]diazepines, dibenzo[ d , f ][1,3]diazepinones, and dibenzo[ c , e ][1,2,7]thiadiazepine 6‐oxides. The synthetic procedures enable short and practical routes to these 1,3‐diazepine derivatives under mild reaction conditions and with a high tolerance of various functional groups.
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dibenzo[d,f][1,3]diazepines,dibenzo[d,f][1,3]diazepinones,dibenzo[c,e][1,2,7]thiadiazepine 6-oxides,heterocycles,iron catalysis
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