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Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles.低温有机铜介导的合成氮稠合杂环的双组分交叉偶联/环异构化方法。
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Metal-catalyzed 1,2-shift of diverse migrating groups in allenyl systems as a new paradigm toward densely functionalized heterocycles.金属催化的烯丙基体系中各种迁移基团的1,2-迁移:一种构建高度官能化杂环的新范式
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Electronic effects in the pt-catalyzed cycloisomerization of propargylic esters: synthesis of 2,3-disubstituted indolizines as a mechanistic probe.铂催化的炔丙基酯环异构化反应中的电子效应:作为机理探针的2,3-二取代中氮茚的合成
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Highly efficient synthesis of functionalized indolizines and indolizinones by copper-catalyzed cycloisomerizations of propargylic pyridines.通过铜催化的炔丙基吡啶环异构化高效合成官能化中氮茚和中氮茚酮。
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Mechanistically diverse copper-, silver-, and gold-catalyzed acyloxy and phosphatyloxy migrations: efficient synthesis of heterocycles via cascade migration/cycloisomerization approach.机理多样的铜、银和金催化的酰氧基和磷酰氧基迁移:通过级联迁移/环异构化方法高效合成杂环化合物
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Base- and ligand-free room-temperature synthesis of N-fused heteroaromatic compounds via the transition metal-catalyzed cycloisomerization protocol.通过过渡金属催化的环异构化协议在无碱和无配体条件下室温合成氮稠合杂芳族化合物。
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Direct palladium-catalyzed alkynylation of N-fused heterocycles.钯直接催化的氮稠杂环炔基化反应。
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有机铜介导的用于合成稠合杂环的双组分2'-取代串联反应

ORGANOCOPPER-MEDIATED TWO-COMPONENT 2'-SUBSTITUTION CASCADE TOWARDS -FUSED HETEROCYCLES.

作者信息

Chernyak D, Gevorgyan V

机构信息

University of Illinois at Chicago, 845 West Taylor St., Chicago 60607, Illinois, USA.

出版信息

Chem Heterocycl Compd (N Y). 2012 Mar 1;47(12):1516-1526. doi: 10.1007/s10593-012-0942-1.

DOI:10.1007/s10593-012-0942-1
PMID:24501430
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3910007/
Abstract

Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this cascade transformation, which proceeds through an S2'-substitution followed by a consequent cycloisomerization step.

摘要

有机铜酸盐在低温下能与杂环炔丙基甲磺酸酯高效反应,生成氮稠合杂环。在这种串联转化中,铜试剂发挥了“双重作用”,该反应通过S2'-取代,随后是环异构化步骤进行。