The Experts below are selected from a list of 402 Experts worldwide ranked by ideXlab platform
Shouchu Tang - One of the best experts on this subject based on the ideXlab platform.
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Metal-Free Difunctionalization of Alkynes with 2‑Chlorodithiane for Synthesis of β‑KetoDithianes
2015Co-Authors: Junshan Lai, Lixia Tian, Xing Huo, Yuan Zhang, Xingang Xie, Shouchu TangAbstract:Dithianes are versatile umpolung intermediates in organic synthesis but have rarely been employed in radical cross-coupling reactions. Here we describe the oxidative coupling method for alkyne difunctionalization under metal-catalyst-free conditions. The efficient protocol directly affords a variety of β-ketoDithianes in good to excellent yields with high regioselectivities. It provides a general pathway for accessing valuable Dithianes with controlled formation of a new C–C bond and a C–O bond via a radical coupling pathway
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fe catalyzed direct dithioacetalization of aldehydes with 2 chloro 1 3 dithiane
Organic Letters, 2014Co-Authors: Junshan Lai, Lixia Tian, Changgui Zhao, Xuegong She, Shouchu TangAbstract:Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-Dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.
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iron catalyzed radical oxidative coupling reaction of aryl olefins with 1 3 dithiane
Organic Letters, 2014Co-Authors: Wenbin Du, Lixia Tian, Shouchu TangAbstract:An alternative method to an iron-catalyzed radical oxidative cross-coupling reaction followed by 2-chloro-1,3-dithiane and aryl olefins for the synthesis of β-chloro substituent 1,3-dithiane products is presented. The described method has the advantage of mildness of the reaction conditions and tolerates a variety of functional groups. Preliminary mechanistic studies have confirmed the first example of a coupling of 1,3-dithiane with unactivated alkenes that proceeds via an iron-catalyzed oxidative radical intermediate along the reaction pathway.
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Fe-Catalyzed Direct Dithioacetalization of Aldehydes with 2‑Chloro-1,3-dithiane
2014Co-Authors: Junshan Lai, Lixia Tian, Changgui Zhao, Xuegong She, Shouchu TangAbstract:Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-Dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst
Lixia Tian - One of the best experts on this subject based on the ideXlab platform.
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Metal-Free Difunctionalization of Alkynes with 2‑Chlorodithiane for Synthesis of β‑KetoDithianes
2015Co-Authors: Junshan Lai, Lixia Tian, Xing Huo, Yuan Zhang, Xingang Xie, Shouchu TangAbstract:Dithianes are versatile umpolung intermediates in organic synthesis but have rarely been employed in radical cross-coupling reactions. Here we describe the oxidative coupling method for alkyne difunctionalization under metal-catalyst-free conditions. The efficient protocol directly affords a variety of β-ketoDithianes in good to excellent yields with high regioselectivities. It provides a general pathway for accessing valuable Dithianes with controlled formation of a new C–C bond and a C–O bond via a radical coupling pathway
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fe catalyzed direct dithioacetalization of aldehydes with 2 chloro 1 3 dithiane
Organic Letters, 2014Co-Authors: Junshan Lai, Lixia Tian, Changgui Zhao, Xuegong She, Shouchu TangAbstract:Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-Dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.
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iron catalyzed radical oxidative coupling reaction of aryl olefins with 1 3 dithiane
Organic Letters, 2014Co-Authors: Wenbin Du, Lixia Tian, Shouchu TangAbstract:An alternative method to an iron-catalyzed radical oxidative cross-coupling reaction followed by 2-chloro-1,3-dithiane and aryl olefins for the synthesis of β-chloro substituent 1,3-dithiane products is presented. The described method has the advantage of mildness of the reaction conditions and tolerates a variety of functional groups. Preliminary mechanistic studies have confirmed the first example of a coupling of 1,3-dithiane with unactivated alkenes that proceeds via an iron-catalyzed oxidative radical intermediate along the reaction pathway.
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Fe-Catalyzed Direct Dithioacetalization of Aldehydes with 2‑Chloro-1,3-dithiane
2014Co-Authors: Junshan Lai, Lixia Tian, Changgui Zhao, Xuegong She, Shouchu TangAbstract:Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-Dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst
William H Moser - One of the best experts on this subject based on the ideXlab platform.
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multicomponent linchpin couplings reaction of dithiane anions with terminal epoxides epichlorohydrin and vinyl epoxides efficient rapid and stereocontrolled assembly of advanced fragments for complex molecule synthesis
Journal of the American Chemical Society, 2003Co-Authors: Amos B Smith, Suresh M Pitram, Armen M Boldi, Matthew J Gaunt, Chris Sfouggatakis, William H MoserAbstract:The development, application, and advantages of a one-flask multicomponent dithiane linchpin coupling protocol, over the more conventional stepwise addition of dithiane anions to electrophiles leading to the rapid, efficient, and stereocontrolled assembly of highly functionalized intermediates for complex molecule synthesis, are described. Competent electrophiles include terminal epoxides, epichlorohydrin, and vinyl epoxides. High chemoselectivity can be achieved with epichlorohydrin and vinyl epoxides. For vinyl epoxides, the steric nature of the dithiane anion is critical; sterically unencumbered dithiane anions afford SN2 adducts, whereas encumbered anions lead primarily to SN2‘ adducts. Mechanistic studies demonstrate that the SN2‘ process occurs via syn addition to the vinyl epoxide. Integration of the multicomponent tactic with epichlorohydrin and vinyl epoxides permits the higher-order union of four and five components.
Iraj Mohamadpoorbaltork - One of the best experts on this subject based on the ideXlab platform.
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highly efficient and fast solid state deprotection of 1 3 Dithianes and 1 3 dithiolanes using mercury ii nitrate trihydrate
Molecules, 2003Co-Authors: Mohammad Hossein Habibi, Shahram Tangestaninejad, Morteza Montazerozohori, Iraj MohamadpoorbaltorkAbstract:A variety of 1,3-Dithianes and 1,3-dithiolanes are deprotected in the solid state to the corresponding parent carbonyl compounds in excellent yields using mercury(II) nitrate trihydrate in a mild, efficient and fast method.
Junshan Lai - One of the best experts on this subject based on the ideXlab platform.
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Metal-Free Difunctionalization of Alkynes with 2‑Chlorodithiane for Synthesis of β‑KetoDithianes
2015Co-Authors: Junshan Lai, Lixia Tian, Xing Huo, Yuan Zhang, Xingang Xie, Shouchu TangAbstract:Dithianes are versatile umpolung intermediates in organic synthesis but have rarely been employed in radical cross-coupling reactions. Here we describe the oxidative coupling method for alkyne difunctionalization under metal-catalyst-free conditions. The efficient protocol directly affords a variety of β-ketoDithianes in good to excellent yields with high regioselectivities. It provides a general pathway for accessing valuable Dithianes with controlled formation of a new C–C bond and a C–O bond via a radical coupling pathway
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fe catalyzed direct dithioacetalization of aldehydes with 2 chloro 1 3 dithiane
Organic Letters, 2014Co-Authors: Junshan Lai, Lixia Tian, Changgui Zhao, Xuegong She, Shouchu TangAbstract:Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-Dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.
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Fe-Catalyzed Direct Dithioacetalization of Aldehydes with 2‑Chloro-1,3-dithiane
2014Co-Authors: Junshan Lai, Lixia Tian, Changgui Zhao, Xuegong She, Shouchu TangAbstract:Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-Dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst