Ketcha

Wright State University, Dayton, OH, USA daniel. ketcha wright. edu... 

Ketcha and Wilson reported the solid-phase version of the classic Nenitzescu indole synthesis in a process involving initial acetoacetylation of ArgoPore-NH2 resin with diketene to afford a polymer bound acetoacetamide <00TL6253>. Formation of the corresponding enaminone 102 via condensation with primary amines in the presence of trimethylorthoformate followed by addition of 1,4-benzoquinones 103 leads to formation of polymer bound 5-hydroxyindole-3-carboxamides 104 which could be cleaved from the resin using TFA yielding the indoles 105. 

Ketcha has prepared l-(phenylsulfonyl)pyrrole-2-boronic acid (65) in low yield and effected Suzuki coupling reactions to afford the corresponding 2-aryl derivatives 66 [58]. 

R.J. Strife and M.M. Ketcha, Proc. of 44th ASMS Conf. on Mass Spectrometry and Allied Topics, Portland, USA, 1996, p. 1204. 

Veale HS, Levin J, Swem D (1978) Tetrahedron Lett 503-506 Ketcha DM, Swern D (1984) Synth Commun 14 915-919 Hua X, Lappin AG (1995) Inorg Chem 34 992-994... 

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