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Effects of Bases and Halides on the Amination of Chloroarenes Catalyzed by Pd(PBu).碱和卤化物对钯(三丁基膦)催化氯代芳烃胺化反应的影响
Organometallics. 2007 Jan 15;26(2):340-351. doi: 10.1021/om0607548. Epub 2006 Dec 19.
2
Palladium-Catalyzed Carboetherification and Carboamination Reactions of γ-Hydroxy- and γ-Aminoalkenes for the Synthesis of Tetrahydrofurans and Pyrrolidines.钯催化γ-羟基和γ-氨基烯烃的碳醚化和碳胺化反应合成四氢呋喃和吡咯烷
European J Org Chem. 2007 Feb;2007(4):571-582.
3
Mild conditions for the synthesis of functionalized pyrrolidines via Pd-catalyzed carboamination reactions.通过钯催化的碳胺化反应合成官能化吡咯烷的温和条件。
Org Lett. 2007 Feb 1;9(3):457-60. doi: 10.1021/ol062808f.
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Domino Heck-C-H activation reaction of unsymmetrically substituted [3]cumulene.不对称取代的[3]累积烯的多米诺 Heck-C-H 活化反应。
Chem Commun (Camb). 2006 Sep 14(34):3648-50. doi: 10.1039/b607684j. Epub 2006 Aug 3.
5
Synthesis of 3-(diarylmethylenyl)oxindole by a palladium-catalyzed domino carbopalladation/C-H activation/C-C bond-forming process.通过钯催化的多米诺碳钯化/C-H活化/C-C键形成过程合成3-(二芳基亚甲基)氧化吲哚
Org Lett. 2006 Oct 12;8(21):4927-30. doi: 10.1021/ol062022h.
6
A concise stereoselective synthesis of Preussin, 3-epi-Preussin, and analogues.普瑞辛、3-表普瑞辛及其类似物的简洁立体选择性合成。
Org Lett. 2006 May 25;8(11):2353-6. doi: 10.1021/ol0606435.
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Palladium-catalyzed direct arylation of simple arenes in synthesis of biaryl molecules.钯催化简单芳烃在联芳基分子合成中的直接芳基化反应。
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8
Selective synthesis of 5- or 6-aryl octahydrocyclopenta[b]pyrroles from a common precursor through control of competing pathways in a Pd-catalyzed reaction.通过在钯催化反应中控制竞争途径,从共同前体选择性合成5-或6-芳基八氢环戊并[b]吡咯。
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Study of a new rate increasing "base effect" in the palladium-catalyzed amination of aryl iodides.钯催化芳基碘胺化反应中新型速率增加“基效应”的研究
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10
Palladium-catalyzed synthesis of N-aryl pyrrolidines from gamma-(N-Arylamino) alkenes: evidence for chemoselective alkene insertion into Pd--N bonds.钯催化由γ-(N-芳基氨基)烯烃合成N-芳基吡咯烷:化学选择性烯烃插入钯-氮键的证据
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钯催化通过串联定向碳钯化/C-H键官能团化合成环戊烷稠合苯并环丁烯

Palladium-catalyzed synthesis of cyclopentane-fused benzocyclobutenes via tandem directed carbopalladation/C-H bond functionalization.

作者信息

Bertrand Myra Beaudoin, Wolfe John P

机构信息

Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, USA.

出版信息

Org Lett. 2007 Aug 2;9(16):3073-5. doi: 10.1021/ol071120f. Epub 2007 Jul 7.

DOI:10.1021/ol071120f
PMID:17616201
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2528069/
Abstract

A new Pd-catalyzed reaction for the stereoselective synthesis of cyclopentane-fused benzocyclobutenes is described. These transformations likely proceed via carbamate-directed carbopalladation followed by intramolecular C-H activation of an alkylpalladium intermediate. The mechanistic relationship between these transformations and Pd-catalyzed reactions of gamma-(n-Boc-amino)alkenes with aryl bromides that afford pyrrolidines is discussed. Differences in reactivity between Pd-amino and Pd-amido complexes appear to play a key role in the outcome of these transformations.

摘要

本文描述了一种用于立体选择性合成环戊烷稠合苯并环丁烯的新型钯催化反应。这些转化可能通过氨基甲酸酯导向的碳钯化反应,随后对烷基钯中间体进行分子内C-H活化来进行。讨论了这些转化与钯催化的γ-(N-叔丁氧羰基氨基)烯烃与芳基溴反应生成吡咯烷之间的机理关系。钯-氨基和钯-酰胺配合物之间的反应性差异似乎在这些转化的结果中起着关键作用。