5- methyl-4-phenyl-4,5-dihydro

Boron-nitrogen heterocycles [4,5-diethyl-2,2,3-trimethyl-l-(<9-tnfluoro-methyl)phenyl-2,5-dihydro-l(-)-],2,5-azasilaboroles and -azastannaboroles] are formed in good yields The products demonstrate atropoisomensm due to the hmdered rotation about the N-aryl bond [113] (equation 88)... 

Complexes 79 show several types of chemical reactions (87CCR229). Nucleophilic addition may proceed at the C2 and S atoms. In excess potassium cyanide, 79 (R = R = R" = R = H) forms mainly the allyl sulfide complex 82 (R = H, Nu = CN) (84JA2901). The reaction of sodium methylate, phenyl-, and 2-thienyllithium with 79 (R = R = r" = R = H) follows the same route. The fragment consisting of three coplanar carbon atoms is described as the allyl system over which the Tr-electron density is delocalized. The sulfur atom may participate in delocalization to some extent. Complex 82 (R = H, Nu = CN) may be proto-nated by hydrochloric acid to yield the product where the 2-cyanothiophene has been converted into 2,3-dihydro-2-cyanothiophene. The initial thiophene complex 79 (R = R = r" = R = H) reacts reversibly with tri-n-butylphosphine followed by the formation of 82 [R = H, Nu = P(n-Bu)3]. Less basic phosphines, such as methyldiphenylphosphine, add with much greater difficulty. The reaction of 79 (r2 = r3 = r4 = r5 = h) with the hydride anion [BH4, HFe(CO)4, HW(CO)J] followed by the formation of 82 (R = Nu, H) has also been studied in detail. When the hydride anion originates from HFe(CO)4, the process is complicated by the formation of side products 83 and 84. The 2-methylthiophene complex 79... 

Bis-[ ( benzo-1,3-oxazol) -yl-(2)-thio]- 343 Bis-[1,4- (bzw. 3,4]-dihydro-naphthy[-(2)-oxy]- 588 Bis-[dimethylamino]- 345 Bis-[4-dimethyIamino-phenyl]- 346 Bis-[4-hydroxy-phenyl]-(2-carboxy-phenyl)- 167 Bis-[4-methoxy-phenyl]-dideutero- 346 Bis-[4-methyl-phenyl]-Bis-f 2-methyl-thiiranyl-(2)]- 570 Bis-[naphthyl-(2)-oxy]- 588 Bis-[naphthyl-(2)-thio]-... 

Electrochemical reduction of 3-phenylsydnone 89 and its 3-(4-methoxy)phenyl and 3(4-methyl)phenyl analogues represents a new method for the preparation of 2,4-dihydro-3-aryl-l,2,3-oxadiazole-5-ones <2006CCA273, 2006MI776>. The products were isolated in 82 to 88% yield, and their proposed structures are supported by melting point, elemental analysis, IR, proton NMR, and mass spectral data. 

Losungsmittel und Reaktionstemperatur beeinflussen die Selektivitat der Cyclisierung. So erhalt man aus l-(4-Methyl-phenyl)-3-(l-naphthyl)-l-oxo-propen beim Erhitzen in Substanz 2-(l-Naphthyl)-benzimidazol (80% Schmp. 266°), in Butanol dagegen 4-(4-Methyl-phenyl)-2-( 1-naphthyl)-2,3-dihydro-l,5-benzodiazepin (41% Schmp. 192-1940)188. 

H3C n=n c H3 C0CI2 rY 7-Methyl-2-( 4-methyl-phenyl)-3-oxo-2,3-dihydro-l, 2,4-benzo-triazin X/3, S. 431 ... 

SYNTHESIS OF (45, 55)-[(f -l,5-CYCLOOCTADIENE)- 2-(2-PHEN YL-5-METHYL, 5-DIHYDRO-OXAZOL-4-YL)-1,3-DIPHENYL-2-DIPHENYLPHOSPHINITE-PROPANE IRIDIUM(I)]-TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORATE... 

Im Gegensatz zu Phosphol-Derivaten erhalt man mit 3-Methyl-l-phenyl-4,5-dihydro-phospholen und aromatischen Carbonsaure-chloriden 3-Methyl- /-phenyl-4,5-dihydro-phosphol-1 -oxid und einen aromatischen Aldehyd292. Offensichtlich wird aus der apicalen Position des intermediaren Phosphorans der Aroyl-Rest verdrangt. Die Reaktion laBt sich zur gezielten Synthese von aromatischen Aldehyden aus Acylchloriden verwenden (Alternative zur Rosenmund-Reaktion) ... 

Phosphor(V)-sulfid ist in der Lage, beim mehrstiindigen Erhitzen in Toluol seinen Schwefel auf tert.Phosphanoxide zu ubertragen. Beispiele hierfiir sind die Sulfurierung von (2,3-Dimethyl- l,3-butadienyl)-methyl-phenyl-phosphanoxid zum (2,3-Dimethyl-l,3-butadienyl)-methyl-phenyl-phosphansulfid (55%)555 bzw. von 3,4-Dimethyl-1-phe-nyl-2,5-dihydro-phosphol-l-oxid zum 3,4-Dimethyl-1 -phenyl-2,5-dihydro-phosphol-l-sulfid (74%)556. 

Bis-[trifluormethy]]-2,2-diphenyl-2-methoxy-(4-methyl-phenyl)-2,3-dihydro- E2, 873... 

Pyrazol 3-Amino-l-(4,6-dichlor-2-methyl-phenyl)-5-oxo-4,5-dihydro- E16a, 670 (Hydrazon-Bild./red.-Cyclis.)... 

Amino-3-methoxy-2-(3-pyridyl-methylen-amino)-E15/2, 1809 [(NC)2CH-NH2 + R-CHO] Azetidin 3-Azido-4-(4-methyl-phenyl)-2-oxo- E16b, 371 (Nj-C-CO-Cl + Imin) Furazan 4-(Anilinomethylen-amino)-3-methyl- E8c, 673 (NH2 -> N=CH —NH —Ar) Hydrazin l,2-Bis-[2-pyrrylme-thylen]- -1-oxid X/2, 121 1 H-(Imidazo 1,2-a]-l,3,5-benzotriaze-pin), 10-Hydroxy-2,3-dihydro E9d, 476 [1 -(2-NH2 — Ar) — 2-imino — imidazolidin/COCl2) Imidazo[4,5-f indazol 5,6-Dimethyl-... 

Cyan-2-methylimino-5-(2-trifluor-methyl-phenyl)-2,3-dihydro- E8d, 270 [5-Ar-2-... 

Hydroxylamin N-(4,5-Dihydro-2-imidazolyl)-N-(6-fiuor-2-trifluor-methyl-phenyl)-0-methyl- EI6a, 297 (O-Methylier.)... 

Pyrazin 2-(bzw. 4)-(4-Methyl-anilinocarbonyl)- E5, 1017 (N3 -v CO-NH-Ar) Pyridazine 4-Cyan-6-hydroxy-5-methyl-3-phenyl-4,5-dihydro-E9a, 570 (4-Oxo -4-Ar-3-CN-2-CH3 —butanoic Acid + N2H4) Pyridin 2-Methoxy-5-phenylazo-E16d, 57 (R-NH2 + R-NO) Pyrrol 2-Amino-3-cyan-1 -(4-methyl-phenyl)- 5-oxo-4,5-dihydro-E15/2, 1946 (Cl-CH2-CO-NR2 + NC-CH2-CN) Quinolin... 

Methyl-1,4-dihydro-pyridin-4-yliden)-(3-methyl-4-oxo-2,5-cyclohexadienyliden)-X/2, 107 2-(4-Methyl-phenyl)-l-(2-pyridylcar-bonyl)- X/2, 221... 

CPPHA (N-(4-chloro-2-[(l,3-dioxo-l,3-dihydro-2H-isoindol-2-yl)methyl] phenyl) -2 -hydroxybenzamide)... 

Photolysis of l,2-bis 2-[diazo(phenyl)methyl]phenyl ethane in a benzene solution containing acrylonitrile gave 2-[2-(2,3-dihydro-l-phenyl-1 //-inden-2-yl)phenyl]-2-phenylcyclopropaneni-trile (6,10%), l,2-bis[2-(2-cyano-l-phenylcyclopropyl)phenyl]ethane(7,18%), 11,14-diphenyl-... 

DiphenyTl-(4-methyl-phenyl)-2-[(4-melhyl-phenylimino)-methyl]-3-oxo-2,.3-dihydro- 3044... 

Diphenyl-6-(4-methyl-anilino)-l-(4-methyl-phenyl)-2-oxo-l, 2-dihydro- 3029... 

Methoxy-phenyl)- -10,11-dihydro- 394, 395 2-(4-Methyl-phenyl)- -10,11-dihydro- 394 2-Methyl-l-phenyl- -10,11-dihydro- 394 2-Phenyl- -10,11-dihydro- 394... 

Fig. 5.7 Structures of 1,3-b is (2,4,6-trim ethyl phenyl) im id azo l-2-yl id en e (IMes) and T,3-bis(2,4,6-tri-methyl phenyl)-4,5-dihydro-1 H-imidazol-2-ylidene (Hj-IMes).

Micale N, Colleoni S, Postorino G et al (2008) Structure-activity study of 2, 3-benzodiaze-pin-4-ones noncompetitive AMPAR antagonists identification of the l-(4-amino-3-methyl-phenyl), 5-dihydro-7, 8-ethylenedioxy-4H-2, 3-benzodiaze pin-4-one as neuroprotective agent. Bioorg Med Chem 16 2200-2211... 

Zur Bildung von 4-(4-Methyl-phenyl)-5-trifluormethyl-l,3-thiazol(70%) aus dem 5-Hydroxy-2,5-dihydro-Dcrivat mit Tctraphosphordecasulfid in Benzol s. Lit.1880. 

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