1428263-22-2Relevant academic research and scientific papers
Synthesis and reactions of N-acetyl- and N-(2-chloroacetyl)-N-[(2E)-1- methylbut-2-en-1-yl]-2-iodoanilines
Skladchikov,Gataullin
, p. 368 - 372 (2013/08/15)
The reaction of N-(1-methylbut-2-en-1-yl)-2-iodaniline with Ac2O or ClCH2C(O)Cl results in a mixture of syn- and anti-atropisomers of N-acetyl- and N-chloroacetyl-N-(1-methylbut-2-en-1-yl)-2-iodaniline in a ratio of 1:1. Ozonolysis of the latter followed by reduction with dimethyl sulfide in CH2Cl2 gives rise to the atropisomers mixture of 2-[N-(chloroacetyl)-N-(2-iodophenyl)]aminopropanal in a ratio of 1:3. When heated in boiling benzene, the mixture of atropoisomeric aldehydes reacts with triphenylphosphine to afford a mixture of 2-[(N-acetyl)-N-(2-iodophenyl)] aminopropanal atropisomers in 1:3 ratio.
