69374-59-0Relevant academic research and scientific papers
REARRANGEMENT OF NITRONES TO AMIDES USING CHLOROSULFONYL ISOCYANATE
Joseph, Sajan P.,Dhar, D. N.
, p. 5979 - 5983 (2007/10/02)
Reaction of chlorosulfonyl isocyanate (CSI) with nitrones 1a-n and 5a,b has been studied. α,α,N-Triaryl nitrones 1a-n react with CSI to form the N,N-diaryl arylamides 3a-n and 4i-n in good yields.In the case of α-H,α,N-diaryl nitrones 5a,b however, two compounds viz., the rearranged product 11a,b and the 1,4-dihydro tetrazines 10a,b are formed.The effect of substituents on the rearrangement has been studied.It is found that the nature of the substituents has got a profound effect on the rearrangement.We have also noted that the rearrangement is independent of the syn or anti configurations of the nitrones.
