<i>E</i>‐Aroylethenesulfonylacetic Acid Methyl Ester: Source for Bis Heterocycles

Rajasekhar, Chittoor; Durgamma, Suram; Padmaja, A.

doi:10.1002/jhet.1862

Cited by 5 publications

(2 citation statements)

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“…This catalytic system was also used to synthesize bisheterocycles having thiazoline ring in combination with pyrazole or isoxazole moieties from Earoylethenesulfonylacetic acid methyl ester substrate. [30] This method is peerless to synthesize novel bishetrocycles linked by sulfone moiety. On the other hand, lack of versatility and complexity of the starting material, rare metal catalyst, long reaction time (10-12 hours), high temperature requirements are the main drawbacks of this system.…”

Section: From β-Aminothiolsmentioning

confidence: 99%

“… [13] Author suggested that the reaction proceeds through the nucleophilic attack of thiol group to the SmCl 3 ‐activated ester carbonyl carbon, while n ‐BuLi facilitated the displacement of methoxy group, promoting cyclization to produce 9 . This catalytic system was also used to synthesize bisheterocycles having thiazoline ring in combination with pyrazole or isoxazole moieties from E ‐aroylethenesulfonylacetic acid methyl ester substrate [30] . This method is peerless to synthesize novel bishetrocycles linked by sulfone moiety.…”

Section: Synthesis Of 2‐thiazolinesmentioning

confidence: 99%

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Metal Mediated Synthesis of 2‐thiazolines: Access to Regio‐ and StereoselectiveN,S‐heterocycles

Popy

2021

ChemistrySelect

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2-thiazolines are very important structural motifs in pharmaceuticals, agrochemicals and in chemistry. Due to their extensive applications, synthesis of these molecules has been investigated widely in recent years. Despite the progress in these areas, the development of efficient methodologies to synthesize such type of molecules, avoiding the use of relatively expensive and/or toxic reagents, harsh reaction conditions and low yields of products, are in high demand. Transition-metal catalysts played significant roles to meet these challenges in past few decades to synthesize stereochemically important N-heterocycles. This mini review focuses on the metal mediated synthetic strategies and challenges of 2thiazolines. It was found that most of these protocols involved the formation of both CÀ N and CÀ S bonds and the major challenges were the stereochemistry at C-4 position and C(2)exomethine position. Moreover, the development of asymmetric processes was completely overlooked. Here, the reaction scopes, limitations, mechanistic overview and future prospects are also discussed.

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Section: From β-Aminothiolsmentioning

confidence: 99%

Section: Synthesis Of 2‐thiazolinesmentioning

confidence: 99%