86323-64-0Relevant academic research and scientific papers
Regioselective and versatile synthesis of indoles via intramolecular Friedel-Crafts heteroannulation of enaminones
Cruz, María Del Carmen,Jiménez, Fabiola,Delgado, Francisco,Tamariz, Joaquín
, p. 749 - 755 (2007/10/03)
A new approach is described for the synthesis of substituted indoles 5, through an intramolecular and regioselective Friedel-Crafts cyclization of enaminones 6a-h catalyzed by Lewis acids. Compounds 6 were prepared from the 2-anilinocarbonyl compounds 7, by treatment with DMFDMA under thermal or microwave (MW) irradiation conditions. An alternative and shorter one-pot two-step synthesis of indoles 5 was achieved starting from compounds 7 and promoted by MW radiation, including the elusive 2-acetylindoles 5i-m. Georg Thieme Verlag Stuttgart.
Bromination of Sydnones. I. Reaction with 3-Arylsydnones Containing Electron-Donors on the Aryl Ring
Turnbull, Kenneth
, p. 965 - 968 (2007/10/02)
Bromination has been examined for a series of 3-arylsydnones (1) with electron donors (dimethyl to dimethoxy) on the aryl ring.In no example was exclusive aryl ring bromination observed, however, exclusive sydnone ring bromination could be realized in every case.For two dimethoxyphenyl examples both aryl and sydnone ring bromination occurred.
Angiotensin converting enzyme inhibitors: N-substituted monocyclic and bicyclic amino acid derivatives
Stanton,Gruenfeld,Babiarz,Ackerman,Friedmann,Yuan,Macchia
, p. 1267 - 1277 (2007/10/02)
The synthesis of N-(3-mercaptopropionyl)-N-arylglycines (14a-x), -N-arylalanines (15a,b), -N-cycloalkylglycines (16a-k), and -1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids (17a-d), -1,2,3,4-tetrahydroquinoline-2-carboxylic acids (18a-f), and -indoline-2-carboxylic acids (19a-k) is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship for each series is discussed. The in vivo inhibition of ACE and antihypertensive effects of representative compounds from each series are discussed. The most potent compound, 19d, had an in vitro ACE IC50 of 2.6 x 10-9 M and lowered blood pressure in spontaneous hypertensive rats 85 mm at a dose of 10 mg/kg po.
