Huisgen Cycloaddition

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The Experts below are selected from a list of 3255 Experts worldwide ranked by ideXlab platform

Stephen F. Martin - One of the best experts on this subject based on the ideXlab platform.

James R. Donald - One of the best experts on this subject based on the ideXlab platform.

Paul R. Hanson - One of the best experts on this subject based on the ideXlab platform.

  • Application of a Double Aza-Michael Reaction in a ‘Click, Click, Cy-Click’ Strategy: From Bench to Flow
    Synthesis, 2011
    Co-Authors: Qin Zang, Salim Javed, Farman Ullah, Michael G. Organ, Aihua Zhou, Christopher Anton Knudtson, Fatima Z. Basha, Paul R. Hanson
    Abstract:

    The development of a 'click, click, cy-click' process utilizing a double aza-Michael reaction to generate functionalized 1,2,5-thiadiazepane 1,1-dioxides is reported. Optimization in flow, followed by scale out of the inter-/intramolecular double aza-Michael addition has also been realized using a microwave-assisted, continuous flow organic synthesis platform (MACOS). In addition, a facile one-pot, sequential strategy employing in situ Huisgen Cycloaddition post-double aza-Michael has been accomplished, and is applicable to library synthesis.

  • Automated synthesis of a 184-member library of thiadiazepan-1,1-dioxide-4-ones.
    ACS combinatorial science, 2011
    Co-Authors: Erik Fenster, Qin Zang, David E. Hill, Benjamin Neuenswander, Gerald H. Lushington, Conrad Santini, Aihua Zhou, Toby R. Long, Paul R. Hanson
    Abstract:

    The construction of a 225-member (3 × 5 × 15) library of thiadiazepan-1,1-dioxide-4-ones was performed on a Chemspeed Accelerator (SLT-100) automated parallel synthesis platform, culminating in the successful preparation of 184/225 sultams. Three sultam core scaffolds were prepared based upon the utilization of an aza-Michael reaction on a multifunctional vinyl sulfonamide linchpin. The library exploits peripheral diversity in the form of a sequential, two-step [3 + 2] Huisgen Cycloaddition/Pd-catalyzed Suzuki-Miyaura coupling sequence.

Qin Zang - One of the best experts on this subject based on the ideXlab platform.

  • Automated synthesis of a library of triazolated 1,2,5-thiadiazepane 1,1-dioxides via a double aza-Michael strategy.
    ACS combinatorial science, 2012
    Co-Authors: Qin Zang, Salim Javed, David E. Hill, Farman Ullah, Patrick Porubsky, Benjamin Neuenswander, Gerald H. Lushington, Conrad Santini, Michael G. Organ
    Abstract:

    The construction of a 96-member library of triazolated 1,2,5-thiadiazepane 1,1-dioxides was performed on a Chemspeed Accelerator (SLT-100) automated parallel synthesis platform, culminating in the successful preparation of 94 out of 96 possible products. The key step, a one-pot, sequential elimination, double-aza-Michael reaction, and [3 + 2] Huisgen Cycloaddition pathway has been automated and utilized in the production of two sets of triazolated sultam products.

  • Application of a Double Aza-Michael Reaction in a ‘Click, Click, Cy-Click’ Strategy: From Bench to Flow
    Synthesis, 2011
    Co-Authors: Qin Zang, Salim Javed, Farman Ullah, Michael G. Organ, Aihua Zhou, Christopher Anton Knudtson, Fatima Z. Basha, Paul R. Hanson
    Abstract:

    The development of a 'click, click, cy-click' process utilizing a double aza-Michael reaction to generate functionalized 1,2,5-thiadiazepane 1,1-dioxides is reported. Optimization in flow, followed by scale out of the inter-/intramolecular double aza-Michael addition has also been realized using a microwave-assisted, continuous flow organic synthesis platform (MACOS). In addition, a facile one-pot, sequential strategy employing in situ Huisgen Cycloaddition post-double aza-Michael has been accomplished, and is applicable to library synthesis.

  • Automated synthesis of a 184-member library of thiadiazepan-1,1-dioxide-4-ones.
    ACS combinatorial science, 2011
    Co-Authors: Erik Fenster, Qin Zang, David E. Hill, Benjamin Neuenswander, Gerald H. Lushington, Conrad Santini, Aihua Zhou, Toby R. Long, Paul R. Hanson
    Abstract:

    The construction of a 225-member (3 × 5 × 15) library of thiadiazepan-1,1-dioxide-4-ones was performed on a Chemspeed Accelerator (SLT-100) automated parallel synthesis platform, culminating in the successful preparation of 184/225 sultams. Three sultam core scaffolds were prepared based upon the utilization of an aza-Michael reaction on a multifunctional vinyl sulfonamide linchpin. The library exploits peripheral diversity in the form of a sequential, two-step [3 + 2] Huisgen Cycloaddition/Pd-catalyzed Suzuki-Miyaura coupling sequence.

Michael G. Organ - One of the best experts on this subject based on the ideXlab platform.