C-H functionalization of (hetero)arenes: Direct selanylation mediated by Selectfluor

被引:27
作者
Belladona, Andrei L. [1 ]
Cervo, Rodrigo [1 ]
Alves, Diego [2 ]
Barcellos, Thiago [3 ]
Cargnelutti, Roberta [1 ]
Schumacher, Ricardo F. [1 ]
机构
[1] Fed Univ Santa Maria UFSM, Dept Chem, BR-97105900 Santa Maria, RS, Brazil
[2] Fed Univ Pelotas UFPel, CCQFA, LASOL, POB 354, BR-96010310 Pelotas, RS, Brazil
[3] Univ Caxias UCS, Lab Biotechnol Nat & Synthet Prod, Caxias Do Sul, RS, Brazil
关键词
Selectfluor; N-Heterocycles; Diaryl diselenide; Selanylation reaction; C-H functionalization; ASSISTED SYNTHESIS; DERIVATIVES; ANTIOXIDANT; EFFICIENT; INDOLES; THIOLATION; SELENATION; SELENIDES; ARENES; CUI;
D O I
10.1016/j.tetlet.2020.152035
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct selanylation of a diverse array of (hetero)arenes, including imidazo[2, 1-b]thiazole, imidazo [1, 2-a]pyridine, 1H-indole, 1H-pyrazole, isoxazole and naphthalen-2-ol is presented. The reactions are mediated by Selectfluor, as a stable, easy to handle and commercially available oxidant. The methodology features simple, mild and safe reaction conditions to produce non-symmetrical diorganyl selenides in moderate to excellent yields. The reactions were conducted at room temperature in air using NaHCO3 in acetonitrile. (C) 2020 Elsevier Ltd. All rights reserved.
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页数:4
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