5-Phenyl-2-pyrrolidino

Several reactions of metal-carbene complexes with alkynes leading to five-membered ring compounds have been described. The action of acetylenes on the chromium phenyl(pyrrolidino)carbene complex 472 results in mixtures of indanones 473 and indenes 474297 Terminal alkynes (pent-l-yne or hex-l-yne) react with the molybdenum carbene complex 475 to afford, after oxidative work-up, indanones 476 in contrast, trimethylsilylacetylene gave only the naphthoquinone 477. ... 

Pyrrolidino[l,2-6][l,3,4]oxadiazoline, 5-phenyl-biological activity, 6, 1024 Pyrrolidino[2,1 -6][1,3]oxazolidines synthesis, 5, 137 Pyrrolidino[l,2-6]pyrazolines synthesis, 5, 148... 

The cycloaddition of nitrones to enamines results in the formation of an isoxazolidine (179,180). The reaction of l-(N-pyrrolidino)- -phenyl-ethylene (133) with nitrone 134 producing isoxazolidine 135 illustrates this type of cycloaddition (180). 

A solution of 200 g of 1 -p-chlorophenvl-2-phenyl-4-(N-pvrrolidino)-butanol-2 in 750 ml of concentrated hydrochloric acid is refluxed for 9 hours thereby causing a dehydration of the butanol compound, and the formation of the hydrochloric acid addition salt of a 1 -p-chloro-phenyl-2-phenyl-4-(N-pyrrolidino)-butene. The hydrochloride salt formed crystallizes in the oily lower layer of the two phase reaction mixture and is removed therefrom by filtration. The filtrate is again refluxed for 9 hours, cooled to0°C,and a second crop of the hydrochloric acid addition salt of the dehydration product is obtained and filtered off. The filtrate containing residual amounts of 1 -p-chlorophenyl-2-phenyl-4-(N-pyrrolidino)-butanol-2 is again refluxed for 9 hours to yield an additional crop of the salt of the dehydration product. The several fractions of the butene compound are combined and triturated with several small portions of hot acetone and recrystallized from alcohol-ether mixture. The hydrochl or ic acid addition salt of the dehydration product, 1 -p-chlorophenyl-2-phenyl-4-(N-pyrrolidino)-butene hydrochloride, melts at about 227°C to 228°C. 

In a similar reaction, but with reversed polarities in the starting materials 3-nitrobenzofuran adds to l-phenyl-2-pyrrolidinoacetylene to afford a mixture of three components, one being 5-nitro-3-phenyl-2-pyrrolidino-l-benzoxepin (3, 27 %).183 In the first step of this reaction, a bond between C2 of the furan and the carbon atom in the a-position to the phenyl group is formed to produce a dipolar intermediate that can react in different directions. 

Pyrrolidino-1 -(2-cyan-athyl)- 560 2-Pyrrolidino-l-methyl- 560 Tosylhydrazono- 371 4 -T osylhydrazono -1 - tert. -b u tyl - 36 9 (Tosyl-phenyl-hydrazono)- 368... 

Pyrrolidino-3-mcthyl- 560 1 -Pyrrolidino-6-phenyl- 77 (1-Tosylhydrazono-athyl)- 371 4-Tosyloxy- 444... 

Phenyl 2,6-dinitro-4-trifluoromethylphenyl sulphide. Chamberlain and Crampton130 studied also the reaction of phenyl 2,6-dinitro-4-trifluoromethylphenyl sulphide with amines in DMSO. They observed a single rate process with butylamine giving the expected substituted product again, the observed rate constant increased with [butylamine]. In the reaction with pyrrolidine a rapid reaction giving the 3-pyrrolidino adduct was observed, which could be suppressed by addition of pyrrolidinium perchlorate. Under these conditions the expected 1-substituted product was formed. 

Anilino-ethyl)-5-phenyl-... 2- (3-Anilino-propyl)-5-phenyl-... 5- ( Imino-pyrrolidino-methyl)-amino -3-phenyl-... 

Die analoge Reaktion des aus Phenylglycin erhaltlichen 2-Oxo-5-phenyl-4-pyrrolidino-dihydro-l,3,4-dioxazins ergibt l-(2-Hydroxy-l-phenyl-ethyl)-2-methyl-piperidin und zeigt potentielle Anwendbarkeit in der asymmetrischen Synthese1. 

Nonalltioro-l-(penlafluoro-phenyl)-ElOa. 527 (F, -biphenyl 3- vr,) Nonafluoro-l-pyrrolidino- ElOb,... 

Phenyl-hydrazino)- -2-sulfid XII/2, 803 2-Phenyl- -2-oxid XII/1, 426 E2, 2l0 2-Phenylimino-2-pyrrolidino- E2, 821 2-Phenyl-tetramethyl- -2-oxid E2, 382 2-Propyloxy- -2-oxid El, 506... 

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