A fast and highly efficient one-pot synthesis of novel isoxazolyl pyrido[2,3-b][1,4]oxazin-2(3H)-ones via Smiles rearrangement using task-specific ionic liquid [HMIm]BF4 as green solvent

A facile and convenient procedure for the synthesis of isoxazolyl pyrido[2,3-b][1,4]oxazin-2(3H)-ones via Smiles rearrangement from isoxazole amine, chloroacetyl chloride and 2-chloro-3-hydroxypyridine using [HMIm]BF4 as task-specific ionic liquid has been described. The protocol proves to be efficient and environmentally benign in terms of high yields, eco-friendly solvent, ease of recovery, and reusability of reaction medium

Concise Approach to the Carbocyclic Core of the Naturally Occurring Sphingomyelinase Inhibitor Scyphostatin

A flexible strategy toward the carbocyclic core of the naturally occurring sphingomyelinase inhibitor scyphostatin, from the readily available Diels–Alder adducts of cyclopentadiene and 2-allyl-<i>p</i>-benzoquinone, has been devised. This approach leverages the stereochemical predisposition of the norbornyl-fused scaffolds to generate the desired stereochemical pattern and leads to a concise synthesis of the epoxycyclohexenoid core of scyphostatin with a manipulable allyl side arm

Concise Approach to the Carbocyclic Core of the Naturally Occurring Sphingomyelinase Inhibitor Scyphostatin

A flexible strategy toward the carbocyclic core of the naturally occurring sphingomyelinase inhibitor scyphostatin, from the readily available Diels–Alder adducts of cyclopentadiene and 2-allyl-<i>p</i>-benzoquinone, has been devised. This approach leverages the stereochemical predisposition of the norbornyl-fused scaffolds to generate the desired stereochemical pattern and leads to a concise synthesis of the epoxycyclohexenoid core of scyphostatin with a manipulable allyl side arm

Concise Approach to the Carbocyclic Core of the Naturally Occurring Sphingomyelinase Inhibitor Scyphostatin

A flexible strategy toward the carbocyclic core of the naturally occurring sphingomyelinase inhibitor scyphostatin, from the readily available Diels–Alder adducts of cyclopentadiene and 2-allyl-<i>p</i>-benzoquinone, has been devised. This approach leverages the stereochemical predisposition of the norbornyl-fused scaffolds to generate the desired stereochemical pattern and leads to a concise synthesis of the epoxycyclohexenoid core of scyphostatin with a manipulable allyl side arm

A fast and highly efficient one-pot synthesis of novel isoxazolyl pyrido[2,3-<i>b</i>][1,4]oxazin-2(3<i>H</i>)-ones via Smiles rearrangement using task-specific ionic liquid [HMIm]BF₄ as green solvent

<p>A facile and convenient procedure for the synthesis of isoxazolyl pyrido[2,3-<i>b</i>][1,4]oxazin-2(3<i>H</i>)-ones via Smiles rearrangement from isoxazole amine, chloroacetyl chloride and 2-chloro-3-hydroxypyridine using [HMIm]BF₄ as task-specific ionic liquid has been described. The protocol proves to be efficient and environmentally benign in terms of high yields, eco-friendly solvent, ease of recovery, and reusability of reaction medium.</p