期刊
TETRAHEDRON LETTERS
卷 60, 期 18, 页码 1281-1286出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.04.012
关键词
Arylation; Hypervalent compounds; Iodine; Nitrogen heterocycles
资金
- JSPS
- Asahi Glass Foundation
- Ritsumeikan Global Innovation Research Organization (R-GIRO) project
- Pharmaceutical Society of Japan (PSJ)
It was determined that diaryliodonium(III) triflates bearing a trimethoxybenzene (TMP) auxiliary are more reactive than the reported selective aryl-transfer iodonium salts in the N-arylation of benzimidazoles and other types of azole compounds under catalytic conditions. The TMP-iodonium(III) salts can thus effectively facilitate the reaction at 50 degrees C or below, producing the corresponding N-arylated biaryls without the formation of TMP-derived coupling byproducts. Utilization of this TMP reagent under mild conditions would prevent the underlying problem of participation of the auxiliary group in the coupling reactions, which is observed while using the iodonium(III) salts that require elevated temperatures. (C) 2019 Elsevier Ltd. All rights reserved.
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