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Gold-catalyzed cycloisomerization reactions of 2-tosylaminophenylprop-1-yn-3-ols as a versatile approach for indole synthesis.

作者信息

Kothandaraman Prasath, Rao Weidong, Foo Shi Jia, Chan Philip Wai Hong

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.

出版信息

Angew Chem Int Ed Engl. 2010 Jun 21;49(27):4619-23. doi: 10.1002/anie.201000341.

DOI:10.1002/anie.201000341
PMID:20480469
Abstract
摘要

相似文献

1
Gold-catalyzed cycloisomerization reactions of 2-tosylaminophenylprop-1-yn-3-ols as a versatile approach for indole synthesis.
Angew Chem Int Ed Engl. 2010 Jun 21;49(27):4619-23. doi: 10.1002/anie.201000341.
2
Gold-catalyzed cycloisomerizations of 1-(2-(tosylamino)phenyl)prop-2-yn-1-ols to 1H-indole-2-carbaldehydes and (E)-2-(iodomethylene)indolin-3-ols.金催化的 1-(2-(对甲苯磺酰胺基)苯基)丙-2-炔-1-醇的环异构化反应生成 1H-吲哚-2-甲醛和(E)-2-(碘亚甲基)吲哚啉-3-醇。
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3
Gold-catalyzed domino cycloisomerization/Pictet-Spengler reaction of 2-(4-aminobut-1-yn-1-yl)anilines with aldehydes: synthesis of tetrahydropyrido[4,3-b]indole scaffolds.金催化的 2-(4-氨基丁-1-炔-1-基)苯胺与醛的串联环化/Pictet-Spengler 反应:四氢吡啶并[4,3-b]吲哚骨架的合成。
J Org Chem. 2012 Dec 21;77(24):11355-61. doi: 10.1021/jo302068e. Epub 2012 Dec 13.
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A gold(I)-catalyzed intramolecular reaction of propargylic/homopropargylic alcohols with oxirane.金(I)催化的炔丙醇/高炔丙醇与环氧乙烷的分子内反应。
Chemistry. 2008;14(23):7011-8. doi: 10.1002/chem.200701954.
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Domino cyclization-alkylation protocol for the synthesis of 2,3-functionalized indoles from o-alkynylanilines and allylic alcohols.通过多米诺环化-烷基化策略,由邻炔基苯胺和烯丙醇合成 2,3-官能化吲哚。
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6
One-pot synthesis of indole-fused scaffolds via gold-catalyzed tandem annulation reactions of 1,2-bis(alkynyl)-2-en-1-ones with indoles.一锅法合成吲哚并稠环骨架:金催化的 1,2-双(炔基)-2-烯-1-酮与吲哚的串联环化反应。
J Org Chem. 2011 Nov 4;76(21):9175-81. doi: 10.1021/jo2017668. Epub 2011 Oct 3.
7
Formal alkyne aza-prins cyclization: gold(I)-catalyzed cycloisomerization of mixed N,O-acetals generated from homopropargylic amines to highly substituted piperidines.芳基炔氮杂-Prins 环化反应:金(I)催化的偕丙基胺生成的混合 N,O-缩醛的环异构化反应,生成高取代的哌啶。
J Am Chem Soc. 2009 Oct 21;131(41):14660-1. doi: 10.1021/ja906744r.
8
Silver acetate catalyzed hydroamination of 1-(2-(sulfonylamino)phenyl)prop-2-yn-1-ols to (Z)-2-methylene-1-sulfonylindolin-3-ols.醋酸银催化 1-(2-(磺酰氨基)苯基)丙-2-炔-1-醇的氢胺化反应,生成(Z)-2-亚甲基-1-磺酰基吲哚啉-3-醇。
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Direct synthesis of fused indoles by gold-catalyzed cascade cyclization of diynes.金催化二炔的级联环化直接合成稠合吲哚。
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Gold-catalyzed intramolecular indole/alkyne cyclization cascades through a heterolytic fragmentation: 1,5-indole migration and allenylation.金催化的吲哚/炔烃分子内环化级联反应通过异裂断裂进行:1,5-吲哚迁移和烯丙基化。
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Copper-catalyzed tandem annulation/arylation for the synthesis of diindolylmethanes from propargylic alcohols.铜催化串联环化/芳基化反应:从炔丙醇合成二吲哚甲烷
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Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols.金(I)催化的利用烯丙醇和酚一锅法合成色满。
Beilstein J Org Chem. 2013 Sep 4;9:1797-806. doi: 10.3762/bjoc.9.209. eCollection 2013.
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Gold and BINOL-phosphoric acid catalyzed enantioselective hydroamination/N-sulfonyliminium cyclization cascade.金和联萘酚-磷酸催化的对映选择性氨氢化/N-磺酰亚胺环化级联反应。
Org Lett. 2013 Sep 6;15(17):4330-3. doi: 10.1021/ol401784h. Epub 2013 Aug 28.
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Gold-catalyzed cyclizations of alkynol-based compounds: synthesis of natural products and derivatives.金催化的炔醇类化合物环化反应:天然产物及其衍生物的合成。
Molecules. 2011 Sep 13;16(9):7815-43. doi: 10.3390/molecules16097815.
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Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold-triethynylphosphine complex: Construction of azepine frameworks by 7-exo-dig cyclization.金-三乙炔基膦配合物催化炔基磺酰胺的分子内氢胺化反应:通过 7-endo-dig 环化构建氮杂环庚烷骨架。
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