323197-64-4

Usage

Uses

Used in Organic Synthesis:
2,4-dimethoxy-5-isopropoxyphenylboronic acid is used as a reagent in the Suzuki-Miyaura cross-coupling reaction, a widely employed method for the formation of carbon-carbon bonds. Its boronic acid functionality allows for the efficient formation of these bonds, facilitating the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4-dimethoxy-5-isopropoxyphenylboronic acid is utilized as a key intermediate in the preparation of various pharmaceuticals. Its ability to readily form complexes with other molecules makes it a valuable component in the development of new drugs with unique therapeutic properties.
Used in Agrochemical Industry:
2,4-dimethoxy-5-isopropoxyphenylboronic acid is also employed in the agrochemical industry for the synthesis of various agrochemicals. Its versatility in forming complexes with other molecules contributes to the development of novel agrochemicals with improved efficacy and selectivity.
Overall, 2,4-dimethoxy-5-isopropoxyphenylboronic acid is a versatile chemical compound with applications in organic synthesis, pharmaceuticals, and agrochemicals, owing to its unique structural features and ability to form complexes with other molecules.

Upstream product

• 323198-00-1 5-bromo-2,4-dimethoxy-1-isopropoxybenzene 
• 5419-55-6 Triisopropyl borate 
• 86635-96-3 1-isopropyloxy-2,4-dimethoxybenzene 

Relevant academic research and scientific papers

Anomalous substituent effects in the Bischler-Napieralski reaction of 2-aryl aromatic formamides

Treatment of some 1-naphthylformamides (or formanilides) possessing a 2,4,5-trioxygenated phenyl substituent at the 2-position with POCl3 caused an unprecedented carbon insertion reaction into a benzene ring, producing 7-5 ring (azaazulene) systems as valence isomers of isoquinoline skeletons. Precise examination of this abnormal Bischler-Napieralski reaction (BNR) using various substrates led to the following scope and limitations: (i) the 7-5 ring systems were constructed when either 2-alkoxy-4,5-methylenedioxyphenyl- or 4,5-dialkoxy-2-hydroxyphenyl-substituted formamides were used as a starting substrate; (ii) in the former case the formyl carbon was inserted into the C1-C6 bond of the 2-phenyl group, and normal isoquinoline cyclization competed with an abnormal carbon insertion reaction; (iii) the presence of a hydroxy group at the 2′-position as in the latter cases caused exclusive carbon insertion, in which alternative C1-C2 insertion products were quantitatively formed; (iv) 3,6-dimethoxy-2-hydroxyphenyl-substituted formanilide electronically equivalent to 4,5-dialkoxy-2-hydroxy derivatives produced an indole-pyrone as an abnormal BNR product. Theoretical approaches using the PM-3 method indicated that these abnormal BNRs could be triggered by ipso attack at the 1′-position yielding spiro intermediates. Ring cleavege of the six-membered ring in the spiro intermediates to a ketene function followed by recyclization was proposed for the 2′-hydroxy-directed abnormal BNRs leading to the C1-C2 insertion product or the indole-pyrone derivative.