Visible-light-induced phosgenation of amines by chloroform oxygenation using chlorine dioxide

Haruyasu Asahara; Nozomi Takao; Maiko Moriguchi; Tsuyoshi Inoue; Kei Ohkubo

doi:10.1039/d2cc01336c

Visible-light-induced phosgenation of amines by chloroform oxygenation using chlorine dioxide

Chem Commun (Camb). 2022 May 24;58(42):6176-6179. doi: 10.1039/d2cc01336c.

Authors

Haruyasu Asahara^{1

2}, Nozomi Takao¹, Maiko Moriguchi¹, Tsuyoshi Inoue^{1

2}, Kei Ohkubo^{2

3}

Affiliations

¹ Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan. asahara@phs.osaka-u.ac.jp.
² Institute for Open and Transdisciplinary Research Initiatives, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
³ Institute for Advanced Co-Creation Studies, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.

PMID: 35474124
DOI: 10.1039/d2cc01336c

Abstract

We report the visible-light-induced in situ preparation of COCl₂ through the oxygenation of chloroform in the presence of chlorine dioxide, which leads to the safe constructions of carbamoyl chlorides with good-to-high yields and wide substrate scopes. In addition, this method can also be applied to the synthesis of various carbonates.