2-Aryl-4- phcnyl

Preliminary experiments prove that the substitution pattern of the /V-aryl moiety of imine 1 is crucial for the stereoselectivity of this reaction. The 2-substituent on the aryl group is of special importance. Namely, introduction of a methoxy group leads to a considerable decrease of enantioselectivity compared to the corresponding 2-H derivative, probably due to disfavor-able coordination with the organolithium complex. In contrast, alkyl groups show the reverse effect along with increased bulkiness (e.g., Tabic 1, entries l-3a) but 2,6-dimethyl substitution provides lower ee values. Furthermore, the 4-substituent of the TV-aryl moiety is of minor importance for the stereoselectivity of the reaction [the Ar-phcnyl and the /V-(4-methoxyphenyl) derivatives give similar results], whereas a substituent in the 3-position results in lower stereoselectivities (e.g., Et, Cl, OCHj)41. 

The Michael additions of chiral cycloalkanone imines or enamines, derived from (FV l-l-phcnyl-ethanamine or (5)-2-(methoxymethyl)pyrrolidine, are highly diastereofacially selective reactions providing excellent routes to 2-substituted cycloalkanones. This is illustrated by the addition of the enamine of (S)-2-(methoxymethyl)pyrrolidine and cyclohexanone to 2-(aryl-methylene)-l,3-propanedioates to give, after hydrolysis, the (2 5,a.S )-oxodicstcrs in 35-76% yield with d.r. (2 S,aS)/(2 S,a/ ) 94 6- > 97 3 and 80-95% ee214. 

Nucleophilic fluorine-aryl substitution in iodine pentafluoride with tetrakis(pentafluoro-phcnyl)silane or tris(pentafluorophenyl)bismuthane produces high-purity (pentafluorophen-yl)iodine tetrafluoride in good yield.133,134... 

Results of a PM3 semiempirical study of the quaternary benzenesulfonamide salt of /raw.v-3-(hydroxymcthyl)-2-phcnyl-l -mcthylpyrrolidinc indicate that it fragments in a stepwise manner via an intermediate benzylic cation. The unexpected formation of a ring-opened sulfonamide rather than the expected tosylate ester on reaction of the 2-aryl-3-hydroxymethylpyrrolidine with R"S02C1 is thereby explained.95... 

Recently, the synthesis of 5-aryl-2-oxopyrrole derivative 210 as synthon for the highly substituted pyrrole 211 as starting compound for fused heterocycle 212 was published [56], Diethyl 6-bcnzyl-5-phenyl-6//-thieno[2,3-/ ]pyrrolc-2,4-dicarboxylatc 212 was prepared from ethyl l-benzyl-5-chloro-4-formyl-2-phcnyl-l //-pyrrolc-3-carboxylate 211 and ethyl 2-sulfanylacetate in refluxing ethanol (Scheme 41). 

Fused tetracyclic biaryl-2-azetidinones have been prepared by the radical cyclization of aryl /3-lactam-tethered haloarenes. Azetidin-2-one 504, having an extra radical acceptor on C-3, underwent radical cyclization with tributyltin hydride to give the biaryl-2-azetidinone 505 in a low yield, with debrominated 3-phcnoxyA-phcnyl-l -(/ -methoxy-phenyl)-2-azetidinone as the main product (60% yield) (Equation 82). But when the azetidinones 506 (Rz = R6 = H) bearing an extra link (O) on the radical precursor at C-3 or N-l of the /3-lactam ring were treated with tributyltin hydride, the expected cyclization products 507 were obtained. If azetidinones 506 (Rz = OMe, or Me R6 = H, OMe, or Me) were treated in the same way then the tetracyclic azetidinones 508 were produced (Equation 83) <2005T7894>. 

The key step in the process is the thermal rearrangement of (2) to a 3-aryl-2-phenyl-4(3H)-quinazolinone (3). This 1,3-0 to N aryl migration was first observed by Tschitschi-babin and Jeletzky. This rearrangement proceeds at useful rates in the temperature range 275-325° it can be carried out neat, but the reaction is generally cleaner when run in heavy mineral oil. The final step consists of hydrolysis to the aniline and 2-phcnyl-4H-3,l-benzoxazine-4-one (4). This reaction can be carried out by alkaline... 

The first effoits, naturally, were made on the mepcridinc-type molecule in an attempt to enhance its activity further. It was found that replacement of the 4-phcnyl group by hydrogen, alkyl, other aryl, aralkyl, and heterocyclic groups reduced analgesic activity. Placement of the phenyl and ester... 

Dimethylamino-l-oxo-l-phcnyl-propan und l,3-Diphenyl-3-oxo-propen2150,2408 3-Aryl-l-dimethylamino-3-oxo-propenen2408d 3-Oxo-alkansaure-nitrilen1035-1361 Dicyan-butendisaure-dinitrilen2150... 

Aryl-5-phenyl- 458 5-Aryl-3-phcnyl- 457 3(5)-Aryl-4-phosphoryl- 452 1-Arylsulfonyl- 588 3(5)-Arylsulfonyl-4-methyl- 552 Arylthio- 437... 

Aryl-substituierte Acetylene cyclisicrcn bei Belichtung in Cyclohexan mit einer 168 W (253,7 nm)-Lampe, zu Cyclopropen-Derivaten7. So ergibt z. B. 1,3,3,3-Tetra-phcnyl-propin (X) Telraphenyl-cyclopropen (XIII) ... 

Brom-diphenyl- 1399 Butylmercapto-dibutyl- 1403 Chlor-diphenyl- 1399 Dibrom-aryl- 505 Dibrom-butyl- 1399 Dibrom-naphthyl-(l)- 1399 Dibrom-phenyl- 1399, 1400 Dibutyloxy-(2-brom-athyl)- 455 Dibutyloxy-(2-hexylmercapto-phcnyl)- 1012 Dihydroxy-butyl- 1399... 

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