Figure 1 from A Practical, Multi-gram Synthesis of (±)-Herbindole A, (±)-Herbindole B, and (±)-Herbindole C from a Common Intermediate via 6,7-Indole Aryne Cycloaddition and Pd(0)-Catalyzed Cross-Coupling Reactions.

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DOI:10.1016/J.TETLET.2015.02.064
Corpus ID: 45269307

@article{Chandrasoma2015APM, title={A Practical, Multi-gram Synthesis of (±)-Herbindole A, (±)-Herbindole B, and (±)-Herbindole C from a Common Intermediate via 6,7-Indole Aryne Cycloaddition and Pd(0)-Catalyzed Cross-Coupling Reactions.}, author={Nalin Chandrasoma and Sivadarshini Pathmanathan and Keith R. Buszek}, journal={Tetrahedron letters}, year={2015}, volume={56 23}, pages={ 3507-3510 }, url={https://api.semanticscholar.org/CorpusID:45269307}}

Nalin Chandrasoma, Sivadarshini Pathmanathan, K. Buszek
Published in Tetrahedron Letters 3 June 2015
Chemistry

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Recent Advances in Hetaryne Chemistry. Efforts Toward the Development of a Single Platform for the Generation of 4,5-, 5,6-, and 6,7-Indole Arynes

Zainab Albader

Chemistry

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In 2007, indole arynes and their cycloaddition chemistry were discovered by Buszek laboratories. Since then, indole arynes and their cycloaddition chemistry have demonstrated their value in the…

Application of a Palladium-Catalyzed C-H Functionalization/Indolization Method to Syntheses of cis-Trikentrin A and Herbindole B.

Raul A LealCaroline Bischof Richmond Sarpong

Chemistry

Angewandte Chemie

2016

We describe herein formal syntheses of the indole alkaloids cis-trikentrin A and herbindole B from a common meso-hydroquinone intermediate prepared by a ruthenium-catalyzed [2+2+1+1] cycloaddition…

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The construction of an unprecedented class of an indole-based library, namely, a 6,7-annulated-4-substituted 93-member indole library, using a strategic combination of 6,7-indolyne cycloaddition and…

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Wang LiuH. LimT. RajanBabu

Chemistry

Journal of the American Chemical Society

2012

Hydroboration of the alkene and oxidation to an acid, followed by Friedel-Crafts annulation, gives an indole-annulated cyclopentanone that is a suitable precursor for the syntheses of cis-trikentrins and all known herbindoles.

Total Synthesis of (±)-Cis-Trikentrin B via Intermolecular 6,7-Indole Aryne Cycloaddition and Stille Cross-Coupling.

Nalin ChandrasomaN. BrownAllen BrassfieldA. NerurkarSusana SuárezK. Buszek

Chemistry

Tetrahedron letters

2013

Concise total synthesis of (+/-)-cis-trikentrin A and (+/-)-herbindole A via intermolecular indole aryne cycloaddition.

K. BuszekN. BrownDiheng Luo

Chemistry

Organic letters

2009

An efficient nine-step total synthesis of the annulated indole natural products (+/-)-cis-trikentrin A and (+/-)-herbindole A was accomplished via an intermolecular Diels-Alder cycloaddition using…

New synthesis of (±)-cis-trikentrin A via tandem indole aryne cycloaddition/Negishi reaction. Applications to library development.

N. BrownDiheng LuoJoseph A DecapoK. Buszek

Chemistry

Tetrahedron letters

2009

Total synthesis of (-)-herbindoles A, B, and C via transition-metal-catalyzed intramolecular [2 + 2 + 2] cyclization between ynamide and diynes.

Nozomi SaitoTaisuke IchimaruY. Sato

Chemistry

Organic letters

2012

The total syntheses of (-)-herbindoles A, B, and C as naturally occurring forms were accomplished for the first time through transition-metal-catalyzed intramolecular [2 + 2 + 2] cyclization between…

Total synthesis of (+/-)-herbindole A, (+/-)-herbindole B, and (+/-)-cis-trikentrin A.

S. K. JacksonM. Kerr

Chemistry

The Journal of organic chemistry

2007

Herein we describe a divergent total synthesis of the title compounds utilizing Diels-Alder reactions of monoimine quinoids, followed by cyclization of the aromatized adducts to generate the…

Regioselective Diels-Alder cycloadditions and other reactions of 4,5-, 5,6-, and 6,7-indole arynes.

N. BrownDiheng LuoD. VanderVeldeShao-Chun YangAllen BrassfieldK. Buszek

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Figure 1. The structures of the herbindoles.

Published in Tetrahedron Letters 2015

A Practical, Multi-gram Synthesis of (±)-Herbindole A, (±)-Herbindole B, and (±)-Herbindole C from a Common Intermediate via 6,7-Indole Aryne Cycloaddition and Pd(0)-Catalyzed Cross-Coupling Reactions.

Nalin ChandrasomaSivadarshini PathmanathanK. Buszek

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Figure 1 from A Practical, Multi-gram Synthesis of (±)-Herbindole A, (±)-Herbindole B, and (±)-Herbindole C from a Common Intermediate via 6,7-Indole Aryne Cycloaddition and Pd(0)-Catalyzed Cross-Coupling Reactions. | Semantic Scholar (2024)

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