Rapid access to polycyclic thiopyrylium compounds from unfunctionalized aromatics by thia-APEX reaction

Kou. P. Kawahara, Hideto Ito,* Kenichiro Itami*
Chem. Commun. 2023591157–1160. DOI: 10.1039/D2CC06706D.

Mr. ヘテロAPEXこと川原くんの博士論文第二章となるなる、「Thia-APEX反応によるπ拡張チオピリリウム合成」の論文がChem. Commun.誌に採択されました!おめでとう!
前回の論文では含窒素多環芳香族化合物を合成するAza-APEX反応を開発(Synthesis of Nitrogen‐Containing Polyaromatics by Aza‐Annulative π‐Extension of Unfunctionalized Aromatics
Kou P. Kawahara, Wataru Matsuoka, Hideto Ito*, Kenichiro Itami* Angew. Chem. Int. Ed. 202059, 6383-6388. DOI: 10.1002/anie.201913394 detail】)しましたが、それに続き硫黄芳香環も制覇しました!

概要

We developed a sulfur-embedding annulative π-extension (thia-APEX) reaction that could construct a sulfur-embedding cationic hexagonal aromatic ring, thiopyrylium, onto unfunctionalized aromatics in one step. The key of thia-APEX is the use of S-imidated ortho-arenoyl arenethiols, and a variety of π-extended thiopyryliums can easily be synthesized. The synthesized thiopyryliums showed diverse absorption and emission properties over the visible light to NIR region, depending on minor structural differences.

Welcome to ITO's website
To top