Rapid generation of 2-(halomethyl)-5-phenylfuran and nucleophilic addition in a microflow reactor.

2,5-Disubstituted furans are frequently found in pharmaceuticals and bioactive natural products. Nucleophilic substitution reactions on the carbon atom adjacent to the furan ring are useful for producing various furan derivatives. However, the formation of 5-substituted 2-halomethylfuran and the subsequent nucleophilic substitution reactions are often limited by severe undesired reactions caused by the highly reactive halomethylfurans.

Correction: Micro-flow heteroatom alkylation TfOH-mediated rapid generation of carbocations and subsequent nucleophile addition.

Correction for 'Micro-flow heteroatom alkylation TfOH-mediated rapid generation of carbocations and subsequent nucleophile addition' by Yuma Matsuura , , 2024, https://doi.org/10.1039/D3CC06308A.

Micro-flow heteroatom alkylation TfOH-mediated rapid generation of carbocations and subsequent nucleophile addition.

A rapid nucleophilic substitution reaction was developed using carbocations generated from diarylmethanol and trifluoromethanesulfonic acid. Undesired reactions caused by the carbocations were suppressed, presumably due to the rapid and uniform generation of carbocations and the subsequent rapid and uniform distribution of nucleophiles by the micro-flow technology.