Stereoselective alkoxycarbonylation of unactivated C(sp3)-H bonds with alkyl chloroformates via Pd(II)/Pd(IV) catalysis was written by Liao, Gang;Yin, Xue-Song;Chen, Kai;Zhang, Qi;Zhang, Shuo-Qing;Shi, Bing-Feng. And the article was included in Nature Communications in 2016.Formula: C8H9IO2 This article mentions the following:
The stereoselective alkoxycarbonylation of both Me and methylene C(sp3)-H bonds with alkyl chloroformates RCO2Cl [R = Me, Et, Pr, cyclopentyl, (9H-fluoren-9-yl)methyl, etc.] through a Pd(II)/Pd(IV) catalytic cycle has been reported. A broad range of aliphatic carboxamides, e.g., 2-(3-methylphenyl)-N-(quinolin-8-yl)propanamide and alkyl chloroformates are compatible with this protocol. In addition, this process is scalable and the directing group could be easily removed under mild conditions with complete retention of configuration. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Formula: C8H9IO2).
4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Formula: C8H9IO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com