Literature DB >> 28696717

Ligand-Accelerated Gold-Catalyzed Addition of in Situ Generated Hydrazoic Acid to Alkynes under Neat Conditions.

Xiaoqing Li1,2, Shengrong Liao1, Zhixun Wang1, Liming Zhang1.   

Abstract

The direct addition of in situ generated hydrazoic acid to alkynes is realized without solvent by using a gold catalyst derived from a recently designed remotely functionalized biaryl-2-ylphosphine ligand (i.e., WangPhos). With terminal alkynes, the additions are mostly realized with 0.1 mol% catalyst loadings and at 40 °C. With more challenging internal alkynes devoid of direct EWG substitution, the one-step transformation is realized for the first time with generally high efficiency at ambient temperature.

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Year:  2017        PMID: 28696717     DOI: 10.1021/acs.orglett.7b01359

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Bifunctional Biphenyl-2-ylphosphine Ligand Enables Tandem Gold-Catalyzed Propargylation of Aldehyde and Unexpected Cycloisomerization.

Authors:  Ting Li; Liming Zhang
Journal:  J Am Chem Soc       Date:  2018-12-10       Impact factor: 15.419

2.  Synthesis of Chiral Bifunctional NHC Ligands and Survey of Their Utilities in Asymmetric Gold Catalysis.

Authors:  Jun-Qi Zhang; Yunkui Liu; Xing-Wang Wang; Liming Zhang
Journal:  Organometallics       Date:  2019-10-28       Impact factor: 3.876

3.  Iron-catalyzed carboazidation of alkenes and alkynes.

Authors:  Haigen Xiong; Nagarajan Ramkumar; Mong-Feng Chiou; Wujun Jian; Yajun Li; Ji-Hu Su; Xinhao Zhang; Hongli Bao
Journal:  Nat Commun       Date:  2019-01-10       Impact factor: 14.919

4.  Copper-Catalyzed Azide-Alkyne Cycloaddition of Hydrazoic Acid Formed In Situ from Sodium Azide Affords 4-Monosubstituted-1,2,3-Triazoles.

Authors:  Dominik Jankovič; Miha Virant; Martin Gazvoda
Journal:  J Org Chem       Date:  2022-02-11       Impact factor: 4.354

5.  Chiral Bifunctional Phosphine Ligand-Enabled Cooperative Cu Catalysis: Formation of Chiral α,β-Butenolides via Highly Enantioselective γ-Protonation.

Authors:  Xinpeng Cheng; Tianyou Li; Kaylaa Gutman; Liming Zhang
Journal:  J Am Chem Soc       Date:  2021-07-15       Impact factor: 16.383

  5 in total

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