Literature DB >> 28614600

Investigations on Gold-Catalyzed Thioalkyne Activation Toward Facile Synthesis of Ketene Dithioacetals.

Xiaohan Ye1, Jin Wang1, Shengtao Ding1, Seyedmorteza Hosseyni1, Lukasz Wojtas1, Novruz G Akhmedov2, Xiaodong Shi1.   

Abstract

n class="Chemical">Nucleophilic additionpan> to pan> class="Chemical">thioalkynes was investigated under various catalytic conditions with gold(I) complexes being identified as the optimal catalysts. Structural evaluation of the product revealed an unexpected cis-addition, arising from a gold-associated thioketene intermediate. Based on this interesting mechanistic insight, a gold(I)-catalyzed thioether addition to thioalkynes was developed as a novel approach to prepare ketene dithioacetals with good yields and high efficiency.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  gold; ketene dithioacetal; sulfur; thioalkyne; thioketene

Year:  2017        PMID： 28614600      PMCID： PMC6139294          DOI： 10.1002/chem.201702710

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  48 in total

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8.  Highly enantioselective oxidations of ketene dithioacetals leading to trans bis-sulfoxides.

Authors:  Varinder K Aggarwal; Rebecca M Steele; Ritmaleni Ritmaleni; Juliet K Barrell; Ian Grayson
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10.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
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  4 in total

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2.  Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant.

Authors:  Jin Wang; Shuyao Zhang; Chang Xu; Lukasz Wojtas; Novruz G Akhmedov; Hao Chen; Xiaodong Shi
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3.  Au-Catalyzed Intermolecular [2+2] Cycloadditions between Chloroalkynes and Unactivated Alkenes.

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4.  Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles.

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  4 in total

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