Palladium-Catalyzed Catellani Aminocyclopropanation Reactions with Vinyl Halides

被引：21

作者：

Khanna, Avinash ^{[1
]}

Premachandra, Ilandari Dewage Udara Anulal ^{[1
]}

Sung, Paul D. ^{[1
]}

Van Vranken, David L. ^{[1
]}

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 12期

基金：

美国国家科学基金会;

关键词：

CYCLOPROPANATION; ALKENES; REACTIVITY; DERIVATIVES; AMINATION; MECHANISM; PATHWAYS; KEY;

D O I：

10.1021/ol401383m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium is shown to catalyze an Intramolecular aminocyclopropanation of norbornenes with aliphatic vinyl halides In good yields. The reaction tolerates a variety of amine substituents and gives good results with a variety of carbocyclic and oxabicyclic [2.2.1] alkene acceptors. Notably, stabilized enolate nucleophiles were also employed in cyclopropanation reactions.

引用

页码：3158 / 3161

页数：4

共 50 条

[21] The development of efficient catalysts for palladium-catalyzed coupling reactions of aryl halides
Zapf, A
Beller, M
CHEMICAL COMMUNICATIONS, 2005, (04) : 431 - 440
[22] Cyclization reactions involving palladium-catalyzed carbene insertion into aryl halides
Kudirka, Romas
Van Vranken, David L.
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (09): : 3585 - 3588
[23] Tetraphosphine/palladium-catalyzed Heck reactions of aryl halides with disubstituted alkenes
Kondolff, I
Doucet, H
Santelli, M
TETRAHEDRON LETTERS, 2003, 44 (46) : 8487 - 8491
[24] PALLADIUM-CATALYZED REACTIONS OF DIPHENYLDIFLUOROSILANE AND DIPHENYLDIETOXISILANE WITH ARIL HALIDES IN AQUEOUS DIMETHYLFORMAMIDE
ROSHCHIN, AI
BUMAGIN, NA
BELETSKAYA, IP
DOKLADY AKADEMII NAUK, 1994, 334 (05) : 602 - 604
[25] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOMERCURIALS WITH ORGANIC HALIDES
BUMAGIN, NA
MORE, PG
BELETSKAYA, IP
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 364 (1-2) : 231 - 234
[26] SYNTHESIS OF FLUOROSTYRENES VIA PALLADIUM-CATALYZED REACTIONS OF AROMATIC HALIDES WITH FLUOROOLEFINS
HEITZ, W
KNEBELKAMP, A
MAKROMOLEKULARE CHEMIE-RAPID COMMUNICATIONS, 1991, 12 (02): : 69 - 75
[27] Palladium-Catalyzed Aminosulfonylation of Aryl Halides
Nguyen, Bao
Emmett, Edward J.
Willis, Michael C.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (46) : 16372 - 16373
[28] Palladium-Catalyzed Aminocarbonylation of Aryl Halides
Afsina, Cheriya Mukkolakkal Abdulla
Philip, Rose Mary
Saranya, Padinjare Veetil
Anilkumar, Gopinathan
CURRENT ORGANIC SYNTHESIS, 2023, 20 (03) : 308 - 331
[29] Synthesis of Vinyl Triazenes by Palladium-Catalyzed Addition Reactions to Alkynyl Triazenes
Suleymanov, Abdusalom A.
Scopelliti, Rosario
Tirani, Farzaneh Fadaei
Severin, Kay
ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (21) : 4178 - 4183
[30] Rapid progress in palladium-catalyzed reactions: Novel palladium-catalyzed reactions recently discovered
Tsuji, J
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2005, 63 (05) : 539 - 550

← 1 2 3 4 5 →