Flash vacuum pyrolysis of .beta.-arylethylsulfonyl azides. Dihydropyrindine formation

Studies on the intramolecular addition of vinyl nitrenes to olefins

“…1064, 985, 926, 766. 702 cm-1; UV (cyclohexane) 245 nm (c 785); MS m/e 185 (MU, 184, 170, 105 (base), 77. Treatment of the isomeric mixture of A1-pyrrolines with p-toluenesulfonic acid n chloroform resulted in isomerization of the double bond and afforded 2-methvl-3-phenyl-5-vinyl-A2-pyrroline (35). A similar isomerization also occurred on chromatography over silica gel.…”

“…The brown residue obtained after removing the solvent under reduced pressure was subjected to preparative thick-layer chromatography using chloroform as the eluent. The slowest moving band contained 43 mg (14%) of a clear oil whose structure was assigned as 2-methyl-3-phenyl-5vinyl-A2-pyrroli"ie (35) on the basis of its spectroscopic properties: NMR (CC14,100 MHz) 8.12 (s, 3 H), 6.88 (dd, 1 H, J = 17.6,6.0 Hz), 6.56 (dd, 1 H,J= 17.6, 4.5 Hz), 5.24 (dd, 1 H, J = 6.0, 4.5 Hz), 4.72-5.00 (m. 2 ), 4.08 (ddd. 1 H. J = 17.6,11.0,6.0 Hz), 3.50 (broad s, 1 H, exchanged w.th D20), 2.48-2.80 (m, 3 ), When the crude reaction mixture was subjected to preparative vapor-phase chromatography (15% SE-30 column at 170 °C), two additional components were isolated.…”

Intermolecular amination of allylic and benzylic alcohols leads to effective inhibitions of acetylcholinesterase enzyme and carbonic anhydrase I and II isoenzymes

“…Sulfamates and sulfonamides have been widely used as therapeutic agents in medicinal chemistry. The versatility of sulfamoyl chloride as precursors of sulfamate or sulfonamides derivatives has been extensively used for the synthesis of new classes of such compounds . In recent years, the development of an effective strategy for the allylic or benzylic amination of alcohols has drawn great attention of synthetic chemists.…”

Flash Thermolysis of Organic Compounds

“…The fission of the ester(38) into isoindole, methanol, and is a related reaction. A further interesting carbon H2 C=C H-C CH Lo 720°C ~ [ ] -+ HCECH r…”