Organocatalytic azomethine imine-olefin click reaction: high-yielding stereoselective synthesis of spiroindane-1,3-dione-pyrazolidinones.
In search of developing new useful "click reactions", herein we report the organocatalytic azomethine imine-olefin [3 + 2]-cycloaddition as a new click reaction for the synthesis of drug-like spiroindane-1,3-dione-pyrazolidinones from indane-1,3-diones, aldehydes and N,N-cyclic azomethine imines through amino acid-catalysis. The scope of this new click reaction is demonstrated using many examples with high reactivity, selectivity and yields.
School of Chemistry, University of Hyderabad, Hyderabad-500 046, India. ramsc@uohyd.ac.in.
Dhevalapally B
DB
Ramachary
School of Chemistry, University of Hyderabad, Hyderabad-500 046, India. ramsc@uohyd.ac.in.
T
T
Prabhakar Reddy
School of Chemistry, University of Hyderabad, Hyderabad-500 046, India. ramsc@uohyd.ac.in.
A
A
Suresh Kumar
D000475:Alkenes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D057930:Click Chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
D000475:Alkenes; D001391:Azo Compounds; D011720:Pyrazoles; D013141:Spiro Compounds; D013882:Thiosemicarbazones; C512188:azomethine