2-Bromo-5-methoxybenzaldehyde

The required 2-(4-methoxybenzocyclobutenyl)-ethyl iodide 79 was prepared by a multistep process from 2-bromo-5-methoxybenzaldehyde via l-cyano-4-methoxybenzocyclobutene 77 as illustrated. 2-Methylcyclohexenone was then converted into 2-methyl-3-vinyl-6-n-butylthiomethylenecyclohexanone 80. Blocking C-6 was considered necessary to insure regiospecihc condensation of 79 at C-2. However, the condensation reaction afforded adduct 81 in only 16% yield. In subsequent work (with 2-methylcyclopentenone) 1 4 addition of a vinyl Grignard or lithium reagent and coupled alkylation of the intermediate enolate occurred at C-2 without the need to block C-6 (Scheme 1, Scheme 14 - ). 

B romo-3,4-di methoxybenzaldehyde eye1ohexy1i mi ne Cyelohexanami ne, N-[(2-brofflo-4,b-dimethoxyphenyl)methylene]- (73252-55-8), 65, 108 BROMOMETHANESULFONYL BROMIDE METHANESULFONYL BROMIDE, BROMO- ... 

The synthesis of pyrazolo[3,4-. ]pyridines can be achieved by reaction of 2,6-dichloro-3-lithiopyridine with 5-bromo-2-methoxybenzaldehyde 138 to provide the alcohol, which after Jones oxidation gave ketone 139. Treatment of the ketone with hydrazine furnished the desired pyrazolo[3,4-3]pyridine 140 (Scheme 8) <2006BML262>. 

Tetrabromo-o-quinone o-N aphthoquinone 4-Chloro-l,2-Naphthoquinone 6-Bromo-l, 2-Naphthoquinone p-Tolualdehyde 14 1, anisaldehyde 14S) Acetaldehyde 8) Acetaldehyde , />-nitrobenzaldehyde 8> Benzaldehyde 1° ), m-tolualdehyde 1 ), p-tolualdehyde 10 ), o-methoxybenzaldehyde 10 1, anisaldehyde 106>, o-chlorobenzaldc-hyde 4 1... 

Me ether [2973-76-4]. 3-Bromo-4-hydroxy-5-methoxybenzaldehyde. 5-Bromovanillin CgH BrOj M 231.045... 

Bromo-4-hydroxy-a-(hydroxyimino)-A -[2-(1 //-imidazol-4-yl)ethy 1] benzenepropanamide, B-30080 3-Bromo-4-hydroxy-5-methoxybenzaldehyde, in B-30075... 

Bromo-4-hydroxy-5-methoxybenzaldehyde 1-Bromo-2-iodobenzene 1-Bromo-3-iodobenzene 1-Bromo-4-iodobenzene Bromoiodomethane 1-Bromo-4-isocyanatobenzene 1-Bromo-4-isopropylbenzene 4-Bromoisoquinoline... 

A sealable tube was charged with Pd(OAc)2 (5.6 mg, 0.025 mmol), PPhj (29 mg, 0.11 mmol), CS2CO3 (212 mg, 0.65 mmol), and 5-bromo-2-methoxybenzaldehyde (108 mg, 0.50 mmol), and it was sealed afterward. The sealed tube was evacuated and refilled with argon. This procedure was repeated three times. Dry toluene (5 mL) and triisopropylsilanethiol (124 mg, 0.65 mmol) were added subsequently via syringe. The... 

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