Methyl 2-iodobenzoate

Chemical Properties

CLEAR YELLOW LIQUID

Uses

Methyl 2-iodobenzoate may be used in the preparation of:

• N-substituted 4-methylene-3,4-dihydro-1(2H)-isoquinolin-1-ones
• methyl diphenylacetylene-2-carboxylate
• methyl 2-heptynylphenylbenzoate
• (E)-2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-oxopropyl]benzoic acid methyl ester
• 4-(2-carbomethoxyphenyl)-3-(1-methylethoxy)cyclobut-3-ene-1,2-dione
• 3-(2-carbomethoxyphenyl)-4-methylcyclobuten-3-ene-1,2-dione 2-(ethylene acetal)

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 4845, 1971 DOI: 10.1021/ja00748a030

General Description

Methyl 2-iodobenzoate can be prepared from 2-iodobenzoic acid via esterification. It undergoes cobalt-catalyzed cyclization with aldehydes to form phthalide derivatives. The microbial dihydroxylation of methyl 2-iodobenzoate forms a nonracemic iodocyclohexene carboxylate intermediate. This intermediate forms the precursor for preparing kibdelone C.