Rhodium-catalyzed addition of aryldifluoromethylsilanes to N-sulfonylaldimines

被引：8

作者：

Oi, S ^{[1
]}

Moro, M ^{[1
]}

Kawanishi, T ^{[1
]}

Inoue, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Engn, Dept Biomol Engn, Sendai, Miyagi 9808579, Japan

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 25期

关键词：

arylation; aldimines; rhodium catalyst; arylsilanes;

D O I：

10.1016/j.tetlet.2004.04.152

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of aryldifluoromethylsilanes to N-sulfonylaldimines was found to be catalyzed by a rhodium complex, [Rh(cod)(MeCN)(2)]BF4, in the presence of potassium fluoride to give the corresponding arylated N-sulfonylamines in good yield. The reaction mechanism would involve the generation of a fluoride-coordinated arylsilicate and the transmetalation between the arylsilicate and the rhodium complex to give the arylrhodium species as a key intermediate. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4855 / 4857

页数：3

共 50 条

[21] Rhodium-catalyzed cyclocarbonylation of azobenzene [J].

Zhou, DY ;

Koike, T ;

Suetsugu, S ;

Onitsuka, K ;

Takahashi, S .

INORGANICA CHIMICA ACTA, 2004, 357 (10) :3057-3063

[22] Rhodium-catalyzed aerobic N-alkylation of sulfonamides with alcohols [J].

Sun Lin FengChuan Zhi LiuQiang LiXiao Chun YuQing Xu College of Chemistry and Materials EngineeringWenzhou UniversityWenzhou China .

ChineseChemicalLetters, 2011, 22 (09) :1021-1024

[23] Rhodium-catalyzed aerobic N-alkylation of sulfonamides with alcohols [J].

Feng, Sun Lin ;

Liu, Chuan Zhi ;

Li, Qiang ;

Yu, Xiao Chun ;

Xu, Qing .

CHINESE CHEMICAL LETTERS, 2011, 22 (09) :1021-1024

[24] A simple rhodium-catalyzed addition reaction of aldehydes with arylboronic acids in aqueous ?-valerolactone [J].

Xu, Min-xiao ;

Zhang, Kai-ming ;

Zhang, Jie .

MENDELEEV COMMUNICATIONS, 2022, 32 (03) :397-398

[25] Practical method for the rhodium-catalyzed addition of aryl- and alkenylboronic acids to aldehydes [J].

Fürstner, A ;

Krause, H .

ADVANCED SYNTHESIS & CATALYSIS, 2001, 343 (04) :343-350

[26] Novel hexadentate imidazolium salts in the rhodium-catalyzed addition of arylboronic acids to aldehydes [J].

Chen, JH ;

Zhang, XQ ;

Feng, Q ;

Luo, MM .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (03) :470-474

[27] Rhodium-Catalyzed Dimerization of Arylacetylenes and Addition of Malonates to 1,3-Enynes [J].

Mochizuki, Katsufumi ;

Sakai, Kazunori ;

Kochi, Takuya ;

Kakiuchi, Fumitoshi .

SYNTHESIS-STUTTGART, 2013, 45 (15) :2088-2092

[28] Rhodium-Catalyzed Double Hydroboration of Quinolines [J].

Wang, Ruibin ;

Park, Sehoon .

ACS CATALYSIS, 2023, 13 (10) :7067-7078

[29] A second-generation ligand for the enantioselective rhodium-catalyzed addition of arylboronic acids to alkenylazaarenes [J].

Roy, Iain D. ;

Burns, Alan R. ;

Pattison, Graham ;

Michel, Boris ;

Parker, Alexandra J. ;

Lam, Hon Wai .

CHEMICAL COMMUNICATIONS, 2014, 50 (22) :2865-2868

[30] Rhodium-catalyzed C-H activation and conjugate addition under mild conditions [J].

Yang, Luo ;

Correia, Camille A. ;

Li, Chao-Jun .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (20) :7176-7179

← 1 2 3 4 5 →