Three-component reaction of aldose sugars, aryl amines, and 1,3-diones: a novel synthesis of annulated pyrroles.
Aldose sugars undergo smooth coupling with enamines, generated in situ from aryl amines and 1,3-diketones, in the presence of 10 mol % of InCl3 in water at 80 degrees C to furnish annulated pyrrole derivatives in relatively good to high yields. The use of InCl3, in combination with water, makes this procedure quite simple, more convenient, and environmentally friendly.
Yadav
Jhillu S
JS
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India. yadav@iict.res.in
Reddy
Basi V Subba
BV
Srinivas
Mende
M
Divyavani
Chitteti
C
Basha
Shaik Jeelani
SJ
Sarma
Akella V S
AV
D000588:Amines / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
D000588:Amines; D002241:Carbohydrates; D011758:Pyrroles