title: Cu(OTf)2-catalyzed synthesis of 2,3-disubstituted indoles and 2,4,5-trisubstituted pyrroles from α-diazoketones.
abstract: A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from α-diazoketones and 2-aminoaryl or alkyl ketones. The synthetic versatility of this approach has been exemplified in the formal synthesis of homofascaplysin C.
authors: Natural Product Chemistry, Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500 007, India. basireddy@iict.res.in
authors: B V Subba
authors: BV
authors: Reddy
authors: M Ramana
authors: MR
authors: Reddy
authors: Y Gopal
authors: YG
authors: Rao
authors: J S
authors: JS
authors: Yadav
authors: B
authors: B
authors: Sridhar
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D007659:Ketones; D008698:Mesylates; D011758:Pyrroles; C551976:homofascaplysin C; C012077:trifluoromethanesulfonic acid