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Visible Light-Promoted Regioselective Benzannulation of Vinyl Sulfoxonium Ylides with Ynoates Open

Daksh Singh Davas, Dinesh Kumar Gopalakrishnan, Sandeep Kumar, Anmol Jindal, Tarak Karmakar , et al. · 2024

Herein, we report a highly regioselective [4 + 2]-annulation of vinyl sulfoxonium ylides with ynoates under light-mediated conditions. The reaction proceeds through the new dienyl sulfoxonium ylide, which undergoes photolysis under blue li…

Bidirectional Iterative Approach to Sequence-Defined Unsaturated Oligoesters Open

Srashti Bhardwaj, Dinesh Kumar Gopalakrishnan, Divya Garg, Janakiram Vaitla · 2023

Herein, we describe the development of a new strategy for the synthesis of unsaturated oligoesters via sequential metal- and reagent-free insertion of vinyl sulfoxonium ylides into the O-H bond of carboxylic acid. Like two direction…

CCDC 2206542: Experimental Crystal Structure Determination Open

Yannick T. Boni, Janakiram Vaitla, Huw M. L. Davies · 2022

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …

CCDC 2204183: Experimental Crystal Structure Determination Open

Yannick T. Boni, Janakiram Vaitla, Huw M. L. Davies · 2022

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …

CCDC 2192187: Experimental Crystal Structure Determination Open

Srashti Bhardwaj, Dinesh Kumar Gopalakrishnan, Divya Garg, Janakiram Vaitla · 2022

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …

Computational and Experimental Insights into Asymmetric Rh‐Catalyzed Hydrocarboxylation with CO<sub>2</sub> Open

Ljiljana Pavlovic, Martin Pettersen, Ashot Gevorgyan, Janakiram Vaitla, Annette Bayer , et al. · 2020

The asymmetric Rh‐catalyzed hydrocarboxylation of α,β‐unsaturated carbonyl compounds was originally developed by Mikami and co‐workers but gives only moderate enantiomeric excesses. In order to understand the factors controlling the enanti…

CCDC 1973399: Experimental Crystal Structure Determination Open

Janakiram Vaitla, Yannick T. Boni, Huw M. L. Davies · 2020

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …

CCDC 1973096: Experimental Crystal Structure Determination Open

Janakiram Vaitla, Yannick T. Boni, Huw M. L. Davies · 2020

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …

Distal Allylic/Benzylic C−H Functionalization of Silyl Ethers Using Donor/Acceptor Rhodium(II) Carbenes Open

Janakiram Vaitla, Yannick T. Boni, Huw M. L. Davies · 2020

Regio‐ and stereoselective distal allylic/benzylic C−H functionalization of allyl and benzyl silyl ethers was achieved using rhodium(II) carbenes derived from N‐sulfonyltriazoles and aryldiazoacetates as carbene precursors. The bulky rhodi…

Linked PDF of Table of Contents Open

Matthew Tredwell, Janakiram Vaitla, Anja Bayer, Kathrin H. Hopmann, Tatsuhiko Yoshino , et al. · 2019

Vinyl Sulfoxonium Ylide: A New Vinyl Carbenoid Transfer Reagent for the Synthesis of Heterocycles Open

Janakiram Vaitla, Annette Bayer, Kathrin H. Hopmann · 2019

Sulfoxonium ylides have recently gained prominence as safe carbenoid precursors in metal-catalyzed reactions. The stability and reactivity of sulfoxonium ylides depend on the substitution of the ylide carbon. The reactivity of vinyl-substi…

Linked PDF of Table of Contents Open

Piotr Pomarański, Zbigniew Czarnocki, Janakiram Vaitla, Anja Bayer, Radomír Hrdina , et al. · 2019

Cleavage of Catechol Monoalkyl Ethers by Aluminum Triiodide-Dimethyl Sulfoxide HO RO AlI 3 (1.1 equiv) DMSO (1.1-2.5 equiv) MeCN, 80 °C, 18 h 30 substrates 34-100% yields

Sulfoxonium Ylide Derived Metal Carbenoids in Organic Synthesis Open

Janakiram Vaitla, Annette Bayer · 2018

As pioneered by Corey and Chaykovsky, sulfoxonium ylides have had widespread application in organic synthesis for more than a half century. In most of the reactions, sulfoxonium ylides were used to react with electrophiles. Under suitable …

Iron‐Catalyzed Carbenoid‐Transfer Reactions of Vinyl Sulfoxonium Ylides: An Experimental and Computational Study Open

Janakiram Vaitla, Annette Bayer, Kathrin H. Hopmann · 2018

A method for the generation of unprecedented vinyl carbenoids from sulfoxonium ylides has been developed and applied in the synthesis of a diverse array of heterocycles such as indolizines, pyrroles, 3‐pyrrolin‐2‐ones, and furans. The reac…

Rhodium-Catalyzed Hydrocarboxylation: Mechanistic Analysis Reveals Unusual Transition State for Carbon–Carbon Bond Formation Open

Ljiljana Pavlovic, Janakiram Vaitla, Annette Bayer, Kathrin H. Hopmann · 2018

The mechanism of rhodium-COD-catalyzed hydrocarboxylation of styrene derivatives and α,β-unsaturated carbonyl compounds with CO₂ has been investigated using density functional theory (PBE-D2/IEFPCM). The calculations support a c…

Rhodium-Catalyzed Synthesis of Sulfur Ylides via in Situ Generated Iodonium Ylides Open

Janakiram Vaitla, Kathrin H. Hopmann, Annette Bayer · 2017

A convenient strategy for the synthesis of sulfur ylides via rhodium-catalyzed coupling of in situ generated iodonium ylides with sulfides or sulfoxides has been developed. A wide range of sulfur ylides were obtained in moderate to good yi…

Enantioselective Incorporation of CO<sub>2</sub>: Status and Potential Open

Janakiram Vaitla, Yngve Guttormsen, Jere K. Mannisto, Ainara Nova, Timo Repo , et al. · 2017

CO₂ is a promising and sustainable carbon feedstock for organic synthesis. New catalytic protocols for efficient incorporation of CO₂into organic molecules are continuously being reported. However, little progress has…

Synthesis of Indoles and Pyrroles Utilizing Iridium Carbenes Generated from Sulfoxonium Ylides Open

Janakiram Vaitla, Annette Bayer, Kathrin H. Hopmann · 2017

Metal carbenes can undergo a myriad of synthetic transformations. Sulfur ylides are potential safe precursors of metal carbenes. Herein, we report cascade reactions that involve carbenoids derived from sulfoxonium ylides for the efficient …

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