TBHP-promoted sequential radical silylation and aromatisation of aryl isonitriles with silanes

被引：79

作者：

Wang, Lei ^{[1
]}

Zhu, Hui ^{[1
]}

Guo, Songjin ^{[1
]}

Cheng, Jiang ^{[1
]}

Yu, Jin-Tao ^{[1
]}

机构：

[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Prov Key Lab Fine Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 74期

基金：

中国国家自然科学基金;

关键词：

C-H SILYLATION; CATALYZED SILYLATION; OXIDATIVE CYCLIZATION; METAL-FREE; PHENANTHRIDINE DERIVATIVES; BOND FORMATION; 2-ISOCYANOBIPHENYLS; RUTHENIUM; ARENES; FUNCTIONALIZATION;

D O I：

10.1039/c4cc04773g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The tert-butyl hydroperoxide (TBHP) promoted sequential silylation and aromatisation of isonitriles was developed, where the silyl group was regioselectively installed at the 6-position of phenanthridines. This procedure tolerates a series of functional groups, such as fluoro, chloro, acetyl, methoxy carbonyl, cyano and trifluoromethyl. The addition of a silyl radical to the isonitrile followed by an intramolecular aromatic cyclization was involved in this transformation.

引用

页码：10864 / 10867

页数：4

共 4 条

[1] TBHP-promoted sequential carboxamidation and aromatisation of aryl isonitriles with formamides
Feng, Xiaomei
Zhu, Hui
Wang, Lei
Jiang, Yan
Cheng, Jiang
Yu, Jin-Tao
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (45) : 9257 - 9263
[2] Iodine/TBHP-Promoted Cross Coupling of N-Hydroxy Aryl Sulfonamides and Disulfides to Synthesize Unsymmetrical Thiosulfonates
Solanke, Jayshree
Chatterjee, Rana
Gat, Savita
Dandela, Rambabu
CHEMISTRYSELECT, 2024, 9 (46):
[3] Photopromoted Free Radical Silylation of 2-Aryl-2H-indazoles with Silanes
Tian, Yunfei
Zheng, Luping
Guo, Dongyu
Miao, Yuyan
Li, Lijun
Fu, Weijun
Li, Zejiang
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (23) : 16671 - 16678
[4] Metal free TBHP-promoted intramolecular carbonylation of arenes via radical cross-dehydrogenative coupling: synthesis of indenoquinolinones, 4-azafluorenones and fluorenones
Mishra, Kalpana
Pandey, Ashok Kumar
Singh, Jay Bahadur
Singh, Radhey M.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (26) : 6328 - 6336

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