22875-63-4Relevant articles and documents
Silica gel and microwave-promoted synthesis of dihydropyrrolizines and tetrahydroindolizines from enaminones
De Koning, Charles B.,Klintworth, Robin,Michael, Joseph P.,Morgans, Garreth L.,Scalzullo, Stefania M.,Van Otterlo, Willem A. L.0000-0002-3300-6463
supporting information, p. 2543 - 2552 (2021/11/30)
A wide range of N-(ethoxycarbonylmethyl)enaminones, prepared by the Eschenmoser sulfide contraction between N-(ethoxycarbonylmethyl) pyrrolidine-2-thione and various bromomethyl aryl and heteroaryl ketones, underwent cyclization in the presence of silica gel to give ethyl 6-(hetero)aryl-2,3-dihydro-1H-pyrrolizine-5-carboxylates within minutes upon microwave heating in xylene at 150 °C. Instead of functioning as a nucleophile, the enaminone acted as an electrophile at its carbonyl group during the cyclization. Yields of the bicyclic products were generally above 75%. The analogous microwave-assisted reaction to produce ethyl 2-aryl- 5,6,7,8-tetrahydroindolizine-3-carboxylates from (E)-ethyl 2-[2-(2-oxo-2-arylethylidene)piperidin-1-yl]acetates failed in nonpolar solvents, but occurred in ethanol at lower temperature and microwave power, although requiring much longer time. A possible mechanism for the cyclization is presented, and further functionalization of the newly created pyrrole ring in the dihydropyrrolizine core is described.
Novel heterocycles as selective α1-adrenergic receptor antagonists
Li, Xiaobing,McCoy, Kathleen A.,Murray, William V.,Jolliffe, Linda,Pulito, Virginia
, p. 2375 - 2377 (2007/10/03)
A novel series of aryl piperazine substituted heterocycles has been synthesized and identified as antagonists of the α(1a)-adrenergic receptor (α(1a)-AR), which has been implicated in benign prostatic hyperplasia (BPH). These compounds selectively inhibit binding to the α(1a)-AR with K(i)s as low as 2.1 nM. (C) 2000 Elsevier Science Ltd.
Fibrinogen receptor antagonists
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, (2008/06/13)
Fibrinogen receptor antagonists having the structure, for example, of STR1 for example STR2