By Frayne C.
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Additional resources for Cooling Water Treatment, Principles and Practice vol.1 & 2
Oikawa M, Ikoma M, Sasaki M (2005) Parallel synthesis of tandem Ugi/Diels-Alder reaction products on a soluble polymer support directed toward split-pool realization of a small molecule library. Tetrahedron Lett 46:415–418 125. Ilyin A, Kysil V, Krasavin M, Kurashvili I, Ivachtchenko AV (2006) Complexity-enhancing acid-promoted rearrangement of tricyclic products of tandem Ugi 4CC/intramolecular DielsAlder reaction. J Org Chem 71:9544–9547 126. Ikoma M, Oikawa M, Sasaki M (2009) Chemospecific allylation and domino metathesis of 7-oxanorbornenes for skeletal and appendage diversity.
Pyrroles 124 and 125 (EWG = CN) have been obtained similarly this time by performing an Ugi reaction . The required carbonyl group can also be introduced in other MCR components. Amino ketones 126 and 128 have been used for the synthesis of another type of pyrrolones 127 , as well as of quinolones 129 . O EWG = CN, SO2Ar, o-O2N-C6H4 EWG CO2H R1 NC O Ar Passerini N H O O CHO 121 EWG CO2H R1 NC O R2 NH2 Ugi N H N 126 CO2H NC NC 1 O NH2 R NC 2 R CHO Ar O O HN HN 123 1 1 R R 122 P-Kno[ANCE] O OMe EWG EWG N R2 CH N N R2 base 2 2 Ar HN 124 R1 O R2 N O Ugi O CH2N2 Ar EWG O O R1 EWG O base O Ar R2 R1 EWG O Ar OMe EWG O NH R1 base Ar O HN U-Kno[ANCE] R1 125 O NC R2 N NH O R1 127 O U-Kno[ANME] EWG = CN, SO2Ar, CO2R O EWG CO2H R1 NC R3 R2 CHO NH2 Ugi 128 O CO2H 130 EWG O O R2 N R3 O NH R1 EWG O R3 N R2 base O U-Kno[ANME] NH R1 129 CHO Ph R1 NC R2 NH2 Ugi R2 N O O R2 O N H R 1 base O N Ph Ph U-Kno[CNAE] Fig.
Kennedy AL, Fryer AM, Josey JA (2002) A new resin-bound universal isonitrile for the ugi 4CC reaction: preparation and applications to the synthesis of 2, 5-diketopiperazines and 1, 4-benzodiazepine-2, 5-diones. Org Lett 4:1167–1170 18. Rikimaru K, Yanagisawa A, Kan T, Fukuyama T (2004) A versatile synthesis of a-amino acid derivatives via the ugi four-component condensation with a novel convertible isonitrile. Synlett 1:41–44 19. Rikimaru K, Yanagisawa A, Kan T, Fukuyama T (2007) A versatile synthesis of a-amino acid derivatives via the Ugi four-component condensation with a novel convertible isonitrile.