54582-33-1Relevant articles and documents
Aluminum(III)-Catalyzed, Formal Homo-Nazarov-Type Ring-Opening Cyclizations toward the Synthesis of Functionalized Tetrahydroindolizines
Cavitt, Marchello A.,France, Stefan
, p. 1910 - 1919 (2016)
A general approach to functionalized 5,6,7,8-tetrahydroindolizines (THIs) is disclosed. The THIs are directly formed from Al(OTf)3-catalyzed, formal homo-Nazarov-type ring-opening cyclizations of N-pyrrolyl cyclopropyl malonamides. The THI products were stable to silica gel chromatography and isolated in up to 97% yield with diastereomeric ratios up to 4.0:1. The cyclization demonstrates good substrate scope as aryl, heteroaryl, gem-dialkyl, heteroatomic, and silylmethyl donor groups on the cyclopropane are tolerated. Moreover, the protocol is both pharmaceutically relevant and environmentally friendly as a cheap, earth-abundant metal catalyst is used along with acetonitrile as a greener solvent.
Tetrakis-(N-pyrrolyl)methane: Structurally Important Member of the C(NR2)4 Family
Sun, Guanxing,Butler, Douglas N.,Warrener, Ronald N.,Margeti?, Davor
, p. 1195 - 1200 (2015/08/06)
The structural motif C(NR2)4 is rare in chemistry. The formation, NMR spectroscopic characteristics, and X-ray structure are reported for a structurally interesting member of this family, namely tetrakis-(N-pyrrolyl)methane.
Carbonic acid diester activation by polymer-bound DBU and its relevance to catalytic N-carbonylation of N-heteroaromatics: Direct evidence for an elusive N-carboxy-substituted amidinium cation intermediate
Quaranta, Eugenio,Angelini, Antonella,Carafa, Marianna,Dibenedetto, Angela,Mele, Valentina
, p. 195 - 202 (2014/01/23)
Polymer-bound DBU (PS-DBU, DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene) is an effective and selective catalyst for solventless N-phenoxycarbonylation of N-heteroaromatics (pyrrole (1), indole (2), and carbazole (3)) with diphenyl carbonate (DPC), used as an