A novel indigoid anti-tuberculosis agent

Klein, Larry L.; Petukhova, Valentina; Wan, Baojie; Wang, Yuehong; Santasiero, Bernard D.; Lankin, David C.; Pauli, Guido F.; Franzblau, Scott G.

doi:10.1016/j.bmcl.2013.11.024

Cited by 10 publications

(1 citation statement)

References 15 publications

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“…Isatin (1H-indole-2,3-dione) derivatives are highly used in the field of medicinal chemistry. There is more demand for new agents associated with mycobacterium tuberculosis (MTB), the causative bacterium of tuberculosis 6 . Some examples of substituted oxiranes have been examined as antitubercular agent 7 .…”

Section: Introductionmentioning

confidence: 99%

A Powerful Organocatalytic Methodology for the Synthesis of Spiro-Epoxyoxindoles from Ylideneoxindoles Using tert-Butyl Hydroperoxide

2017

Chem Sci Trans

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Noncovalent organocatalysed epoxidation of ylideneoxindoles is experimentally, theortically and technologically importance. Stereoselective epoxidation for ylideneoxindole cyclohexane-1,3-diones have been successfully designed. Spiro compounds have been formed with two adjacent new stereocentres. The transition state created by H-bonding between bifunctional catalyst and substrate. This procedure is permit to synthesize wide variety of functional groups and gives excellent yields. Furthermore, the bifunctional catalyst could be reused and recovered.

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Section: Introductionmentioning

confidence: 99%

A Powerful Organocatalytic Methodology for the Synthesis of Spiro-Epoxyoxindoles from Ylideneoxindoles Using tert-Butyl Hydroperoxide

2017

Chem Sci Trans

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The α,α‐Dihalocarbonyl Building Blocks: An Avenue for New Reaction Development in Organic Synthesis

Sadhukhan

Santhi

Baire

2020

Chemistry A European J

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The α,α‐dihalocarbonyl moiety is a bifunctional system with a gem‐dihalocarbon and a carbonyl carbon in 1,2‐fashion. This is one of the privileged scaffolds in medicinal chemistry due to its chemical and metabolic stability and lipophilicity. They have also been found in numerous structurally divergent natural products and most of their fabricated structures have already been in medicinal use. Apart from their important use in medicinal chemistry, the α,α‐dihalocarbonyl groups have been employed as key building blocks for the development of novel synthetic strategies and utilized as intermediates in total synthesis. In addition to the traditional transformations such as oxidations, reductions, and C−C bond formations, recently several new and non‐classical reactions have also been developed. This review provides short description of existing methods for their synthesis and detailed discussion on the efforts for the discovery and development of new reactions by employing α,α‐dihaloketones as synthetic building blocks. We have presented their use as key functional groups for the synthesis of polycyclic systems of medicinal and material importance and natural products.

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