127972-02-5

Usage

Uses

suzuki reaction

InChI:InChI=1/C8H9BO4/c1-13-8-3-2-6(5-10)4-7(8)9(11)12/h2-5,11-12H,1H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 121-43-7 Trimethyl borate 
• 208399-74-0 2-(3-bromo-4-methoxyphenyl)-1,3-dioxane 
• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 

Downstream Products

• 916493-60-2 methyl (S)-{4-(5'-formyl-2'-methoxybiphenyl-4-yl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl}acetate 
• 932367-95-8 3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-methoxy-benzaldehyde 
• 628710-87-2 3-(1H-benzo[d]imidazol-2-yl)-4-methoxybenzaldehyde 
• 628711-22-8 4-methoxy-3-(pyridin-2-yl)benzaldehyde 

Relevant academic research and scientific papers

Novel cyanocombretastatins as potent tubulin polymerisation inhibitors

A series of novel cyanocombretastatins bearing a 3,4,5-trimethoxyphenyl moiety combined with a variety of substituted phenyl rings, were synthesised and their antitumour activity was evaluated. The Z-cyanocombretastatins were synthesised in a one-step pro

A facile and convenient synthesis of new substituted heteroarylchalcones and flavones by microwave irradiated suzuki-miyaura cross coupling reaction in aqueous medium

Chalcones 6a-g and corresponding flavones 7a-g having various heteroaryl substituents have been synthesized. The starting compound 5-formyl-2- methoxyboronic acid 3 was prepared by a series of reactions; Bromination of 4-methoxybenzaldehyde (4-CH3O-C8H4-CHO) with catalyst, anhyd AICI3 in DCE (1,2-dichloroethane) gave 3-bromo-4-methoxybenzaldehyde 1. The aldehydic group from 3-bromo-4- methoxybenzaldehyde 1 was protected by acetalization with 1,3-propane-diol and ethyl orthoformate with phase transfer catalyst tetrabutylammonium tribromide (TBATB) producing the corresponding 2-(3-bromo-4-methoxyphenyl)-1,3-dioxan 2 which on treatment with trimethyl borate [(MeO)3B] in presence of n-butyllithium at 70° gave 5-formyl-2-methoxyboronic acid 3. Suzuki-Miyaura coupling of 3 with different heteroaryl bromides 4a-g in presence of [(C 6H5)3P]4Pd (0) catalyst, aq.Na 2CO3 (2N) as base and aq DMF (N,N-dimethylformamide) as solvent and micro-wave irradiation for 1 to 2.5 min. in a Panasonic microwave set at 1000 Watts and 80% microwave power, yielded 3-heteroaryl-4- methoxybenzaldehydes 5a-g. Claisen-Schmidt condensation of 5a-g with 2-hydroxyacetophenone in presence of ethanolic KOH produced 3-heteroaryl- 2′-hydroxy-4-methoxychalcones 6a-g. On cyclizing with a mixture of l 2 and DMSO, chalcones 6a-g gave 3'-heteroaryl-4′- methoxyflavones 7a-g.

Ring strain and total syntheses of modified macrocycles of the isoplagiochin type

Macrocycles of the bisbibenzyl-type are natural products that are found exclusively in bryophytes (liverworts). The molecular framework of the subtype "isoplagiochin" is of substantial structural interest because of the chirality of the entire molecule, w

Syntheses of Cyclic Bisbibenzyl Systems

The cyclic bisbibenzyl systems Marchantin I (3), Riccardin C (4) and Isoplagiochin C (5) representing unique types of bryophyte constituents were prepared by a flexible, efficient and general synthetic approach involving the construction of biphenyl and bibenzyl units using Suzuki and Wittig protocols.