Synthesis of Symmetrical Sulfones from Rongalite: Expansion to Cyclic Sulfones by Ring‐Closing Metathesis

Fatma

2020

ChemistrySelect

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Herein, we describe a simple and efficient synthetic approach to tricyclic sulfones containing fused [5/7/5] ring system from three isomeric Diels–Alder adducts via ring‐rearrangement metathesis (RCM) as a key step. Seven membered sulfone containing ring system developed here has been encountered as constituents of HIV protease inhibitor. To this end, we successfully synthesized three sulfone containing molecules in good yields. Some of them are unambiguously characterized by a single crystal X‐ray diffraction studies. Our simple approach allows the synthesis of highly fused tricyclic sulfones which are difficult to design by conventional methods.

Section: Resultsmentioning

confidence: 95%

Section: Resultsmentioning

confidence: 99%

Construction of [5/7/5] Fused Tricyclic Sulfones via Ring‐Rearrangement Metathesis

Fatma

2020

ChemistrySelect

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“…In 2009, we have demonstrated the synthesis of highly substituted diphenylalkane derivatives via CEM under ethylene followed by the DA reaction and subsequent aromatization sequence . The strategy involves a step‐wise functionalization of acetylene moiety, where initial CEM with ethylene in the presence of the G‐II catalyst generated the required diene.…”

Section: Metathesis Reactionsmentioning

confidence: 99%

Development of New Synthetic Strategies, Tactics and their Applications

Meshram

2019

The Chemical Record

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This account covers our work related to the development of various synthetic methodologies since 1994. We summarized our strategies and their application to design various functional molecules. In this regard, we also report the utility of our methodologies in others research work. These methods we report here are simple and efficient for the synthesis of a wide variety of intricate molecules such as heterocycles, polycycles, unusual α‐amino acids, star‐shaped molecules, and modified peptides. For this purpose, we used various transition metal‐based reagents and catalysts. Various popular reactions such as metathesis, Suzuki coupling, [2+2+2] cyclotrimerization were used to assemble these targets. Moreover, rongalite has been used to expand the Diels‐Alder chemistry.

“…We successfully applied RCM strategy for the synthesis of symmetrical sulfone derivatives . To this end, the terminal‐olefin‐containing symmetrical sulfones 102 a – b were produced with various alkenyl bromides of varying chain length with an excess amount of rongalite in the presence of K 2 CO 3 and tetrabutylammonium bromide (TBAB).…”

Section: Heterocycles and Macrocyclesmentioning

confidence: 99%

Design and Synthesis of Polycycles, Heterocycles, and Macrocycles via Strategic Utilization of Ring‐Closing Metathesis

Meshram

Dommaraju

2018

The Chemical Record

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In this perspective, we summarize new synthetic approaches for the construction of various polycyclic compounds involving ring-closing metathesis as a key step. In this regard, we used ring-closing metathesis in combination with other popular reactions like Suzuki-Miyaura coupling, Claisen rearrangement, Fischer indolization, Grignard addition, Diels-Alder reaction, and [2+2] cycloaddition reaction etc. To this end, a variety of functional molecules such as α-amino acids, cyclophanes, heterocycles, propellanes, spirocycles, and macrocycles have been prepared. The strategies developed and the molecules prepared here play a key role in designing new materials and also act as lead compounds in drug design. The strategies and tactics developed here are useful to design polycycles, macrocycles, and heterocycles of diverse ring systems.