A 1,3-amino group migration route to form acrylamidines.
A novel 1,3-amino group migration strategy for the synthesis of acrylamidines is presented. Cu(i) catalyzed reaction of N,N-disubstituted propargylamine with tosylazide generates a highly reactive ketenimine intermediate which is trapped by a tethered amino group leading to the rearrangement reaction.
Department of Chemistry, Mendeleev Block, Indian Institute of Science Education and Research, Pune, India. ptalukdar@iiserpune.ac.in.
Dinesh Pratapsinh
DP
Chauhan
Sreejith Jayasree
SJ
Varma
Arjun
A
Vijeta
Pallavi
P
Banerjee
Pinaki
P
Talukdar
D000578:Amidines / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry*
D000578:Amidines; D011437:Propylamines; C009054:propargylamine; D003300:Copper; D010293:Pargyline