Development of New Synthetic Strategies, Tactics and their Applications

Kotha, Sambasivarao; Meshram, Milind

doi:10.1002/tcr.201900041

Cited by 9 publications

(1 citation statement)

References 182 publications

(175 reference statements)

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“…Next, when the mono-allyl derivative 119 was treated with an allyl Grignard reagent, the diallyl dihydroxy derivative 120 was obtained (Scheme 25 ). 35…”

Section: Reagent-based Selectivitymentioning

confidence: 99%

Selectivity: A Goal for Synthetic Economy

Kotha¹,

Ansari²,

Gupta³

2022

Synlett

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Chemical reactivity plays a major role in understanding several aspects of selectivity. Therefore, we present a plethora of reactions that demonstrate our efforts in exploiting interesting cases of selectivity observed in the past three decades. Among them, chemoselectivity, regioselectivity and steroselectivity are discussed. Strain, steric factors, and separations of the reacting functionalities are displayed as prominent features in generating selectivity.

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“…Next, when the mono-allyl derivative 119 was treated with an allyl Grignard reagent, the diallyl dihydroxy derivative 120 was obtained (Scheme 25 ). 35…”

Section: Reagent-based Selectivitymentioning

confidence: 99%

Selectivity: A Goal for Synthetic Economy

Kotha¹,

Ansari²,

Gupta³

2022

Synlett

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Synthesis of Indenoindole Derivatives under Deep Eutectic Solvent Conditions

Kotha,

Salman,

Cheekatla

2024

ChemistrySelect

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In this study, we synthesized a variety of indole derivatives using commercially available 2,5‐dimethoxybenzaldehyde 18 as a starting material. The synthetic route involves a sequential usage of Knoevenagel and Fischer indolization reactions as key steps and the Fischer indolization is facilitated by deep eutectic solvent (DES) such as L‐tartaric acid/dimethylurea (TA:DMU). All the compounds prepared here are characterized by HRMS, 1H‐NMR and 13C‐NMR data. The methodology described in this study showcases the utility of deep eutectic solvents in facilitating the synthesis of diverse indole derivatives, thereby expanding the toolkit of sustainable synthetic methodologies. These compounds are medicinally important and play a key role as an effective template in Kinase inhibitors (CK2). Various functionalized indeno[1,2‐b]indole scaffolds synthesized here might be valuable as novel inhibitors of human CK2. Elevated levels of protein kinase CK2, previously known as casein kinase 2 or II, have been linked to higher cell growth and proliferation in both normal and cancerous cells.

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Rongalite-Mediated Transition Metal- and Hydride-Free Chemoselective Reduction of α-Keto Esters and α-Keto Amides

Golla

Kokatla

2022

J. Org. Chem.

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A transition metal- and hydride-free protocol has been developed for the chemoselective reduction of α-keto esters and α-keto amides using rongalite as a reducing agent. Here, rongalite acts as a hydride-free reducing agent via a radical mechanism. This protocol offers the synthesis of a wide range of α-hydroxy esters and α-hydroxy amides with 85–98% yields. This chemoselective method is compatible with other reducible functionalities such as halides, alkenes, amides, and nitriles. The use of inexpensive rongalite (ca. $0.03/1 g), mild reaction conditions, and gram-scale synthesis are some of the key features of this methodology. Also, cyclandelate, a vasodilator drug, has been synthesized in gram scale with 79% yield.

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Development of New Synthetic Strategies, Tactics and their Applications

Cited by 9 publications

References 182 publications

Selectivity: A Goal for Synthetic Economy

Selectivity: A Goal for Synthetic Economy

Synthesis of Indenoindole Derivatives under Deep Eutectic Solvent Conditions

Rongalite-Mediated Transition Metal- and Hydride-Free Chemoselective Reduction of α-Keto Esters and α-Keto Amides

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