Biphenyl formylation

Aus 2-Nitro-2 -formyl-biphenyl wird bei -1,05 V 41°/0d.Th. Phenanthridin, bei -0,7 V iiberwiegend das entsprechende 5-Oxid erhalten4 ... 

Analog wird 6,6 -Dinitro-2 -formyl-2-carboxy-formyl-biphenyl cyclisiert ... 

Dimethylamino-methyl)-2-hydroxymethyl-aus 2 -Carboxy-2-(dimethylaminocarbonyl)-biphenyl und Lithiumalanat 165 2,2 -Dinitro- 474, 476, 695 6,6 -Dinitro-2,2 -bis-[chlorcarbonyl]- 188 2,2 -Dinitro-4,4 -bis-[diathylamino]- 695 4,4 -Dinitro-2,2 -bis-rhydroxymethyl]- 213 6,6 -Dinitro-2,2 -bis-[hydroxymethyl]- 188 2,2 -Dinitro-4,4 -diamino- 695 6,6 -Dinitro-2,2 -diformyl- 694 4,4 -Dinitro-2,2 -dimethoxycarbonyl- 213 2,2 -Dinitro-4,4 -dimethyl- 695 6,6 -Dinitro-2 -formyl-2-carboxy- 694 2,2 -Dinitroso- 476 -4-hydroxamsaure-chlorid 537 4-(a-Hydroxy-benzyl)- 542 Methoxy- 678 2-Methyl- 556 Nitro- 672, 678 4-Nitro- 687... 

Reductive cyclization of 2-formyl-2 -nitrobiaryl compounds gives phenanthridine derivatives.136 The Stille coupling of nitroarylstannanes with 2-bromobenzaldehyde are used for the preparation of the requisite 2-formyl-2 -nitrobiaryls. Subsequent treatment of biphenyl derivatives with zinc dust in acetic acid gives the phenanthridine derivatives as shown in Eq. 10.80.137... 

For carbon substitution, magnesium dialkyls (and biphenyl) and lithium alkyls are effective in the absence of metal halides. Conditions have also been found for cyanide substitution and for hydro-formylation. 

Compound 45 is produced by first treating 4,4 -bis(chloromethyl)biphenyl with salicylaldehyde to give 4,4 -biphenyldiyl-bis(methylenoxy-2-benzaldehyde). The formyl groups of this compound are converted to phenyliminomethyl groups... 

The compounds studied were 2-methoxyhydroquinone A, 4-methylcatechol B, 2-hydroxy-2,3,3,-trimethoxy-5,5 -di-n-propylbiphenyl C, methoxy-p-benzoquinone D, 4,4 -dimethoxybiphenyl-2,5,2,5,-bisquinone E, 8-hydroxy-3,7-dimethoxydi-benzofuran-l,4-quinone F, 2,5-dihydroxy-2, 3,3 -trimethoxy-5 -hydroxymethyl-biphenyl G, and the related p-quinone H (scheme 1). Compounds A, D, E, and F were synthesized according to ref. [9], and compound Q, was prepared from 2-hydroxy-2,3,3,-trimethoxy-5-formyl-5,-hydroxymethyldiphenyl by Dakin reaction using the same procedure as for compound A. Compound G was isolated in presence of the corresponding p-quinone H. Titration of H was performed by... 

FPR HABA Hacac Hbsb Hbsn Hbt Hbtth HC = C - C6H4 - NCS-p HC = C-C6H4-NH2-p Formyl peptide receptor 2-(4 -Hydroxyazobenzene)benzoic acid Acetylacetone 2-[(l,l -Biphenyl)-4-yl]benzothiazole 2-( 1-Naphthyl)benzothiazole 2-Phenylbenzothiazole 2-(2-Thienyl)benzothiazole 4-Isothiocyanatophenylacetylene 4-Aminophenylacetylene... 

The electrophilic formylation of arenes with CO in the presence of acids (Gatterman-Koch conditions) is an efficient method for preparing aromatic aldehydes. HF-SbFs-SO2CIF is the most active system for this reaction [82]. It has been demonstrated that even diformylation can be achieved on polymeric aromatics such as biphenyl with the use of fluoroantimonic acid (Eq. 36) [83]. 

Butyl-2-hydroxy-5-methyl-benzaldehyds 3-Formyl-2-hydroxy-biphenyl... 

Arenes such as benzene, biphenyl and naphthalene are formylated using dichloromethyl alkyl ethers in the presence of a Lewis acid. The dichloromethyl alkyl ethers are easily prepared by the reaction of phosphorus pentachloride with alkyl formates. The most frequently used Lewis acids are titanium(IV) chloride and tin(IV) chloride. It is presumed that the electrophiles involved are alkoxychlorocarbenium... 

The formylation of styrene derivatives has been extended to several related alkene derivatives indene (52) gives 2-formylindene (53 20%), polyenes (54) and (55) afford aldehydes (56 92%) and (57 29-65%), and fulvene derivative (58) yields (59). In several cases, the products of monosubstitution described above are accompanied by products of polysubstitution, particularly under forcing conditions. For example, 2-phenylpropene reacts with salt (1) to give 4-phenylpyridine-3-carbaldehyde (60) after treatment with aqueous ammonium chloride solution. A useful synthesis of biphenyls (61 30-98%) from alcohol derivatives (62) and salt (1) has recently been reported. ... 

Dihydroxy-5 - 2-propenyl)[l, 1 -biphenyl -3-carboxaldehyde, 9CL 5-Allyl-5 -formyl-2,2 -dihydroxybiphenyl [93753-33-4]... 

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