Organocatalytic asymmetric decarboxylative cyanomethylation of isatins using L-proline derived bifunctional thiourea.
First asymmetric decarboxylative cyanomethylation of isatins is reported herewith using bifunctional thiourea derived from l-proline in good yields and enantioselectivities. This strategy enables the construction of various 3-cyanomethylene substituted 3-hydroxyoxindoles in enantioselective manner. Enantioselective synthesis of CPC-1 alkaloid has been accomplished in fewer steps.
Chemical Biology Laboratory, Department of Biotechnology, Bhupat and Jyothi Mehtha School of Biosciences Building, Indian Institute of Technology Madras, Chennai 600036, India. vkesavan@iitm.ac.in.
V
V
Pratap Reddy Gajulapalli
Poopathy
P
Vinayagam
Venkitasamy
V
Kesavan
D002384:Catalysis; D003653:Decarboxylation; D007510:Isatin / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D007510:Isatin; D011392:Proline; D013890:Thiourea