Microwave-promoted reactions: Intramolecular carbanilide cyclization to hydantoins employing barium hydroxide catalyst

Young Dae Gong; Mark J. Kurth

doi:10.1016/S0040-4039(98)00497-3

Microwave-promoted reactions: Intramolecular carbanilide cyclization to hydantoins employing barium hydroxide catalyst

Young Dae Gong, Mark J. Kurth

Chemistry

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16 Scopus citations

Abstract

Hydantoin ring formation via carbanilide cyclization is achieved in high yield with short reaction time by employing catalytic amounts of Ba(OH)₂ (anhydrous or octahydrate) in DMF under microwave irradiation. Evidence is provided that kinetic product 4 (trans, anti, cis stereochemistry) epimerizes to thermodynamic product 3 (trans, anti, trans stereochemistry).

Original language	English (US)
Pages (from-to)	3379-3382
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4039(98)00497-3
State	Published - May 21 1998

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/S0040-4039(98)00497-3

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title = "Microwave-promoted reactions: Intramolecular carbanilide cyclization to hydantoins employing barium hydroxide catalyst",

abstract = "Hydantoin ring formation via carbanilide cyclization is achieved in high yield with short reaction time by employing catalytic amounts of Ba(OH)2 (anhydrous or octahydrate) in DMF under microwave irradiation. Evidence is provided that kinetic product 4 (trans, anti, cis stereochemistry) epimerizes to thermodynamic product 3 (trans, anti, trans stereochemistry).",

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AU - Kurth, Mark J.

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Y1 - 1998/5/21

N2 - Hydantoin ring formation via carbanilide cyclization is achieved in high yield with short reaction time by employing catalytic amounts of Ba(OH)2 (anhydrous or octahydrate) in DMF under microwave irradiation. Evidence is provided that kinetic product 4 (trans, anti, cis stereochemistry) epimerizes to thermodynamic product 3 (trans, anti, trans stereochemistry).

AB - Hydantoin ring formation via carbanilide cyclization is achieved in high yield with short reaction time by employing catalytic amounts of Ba(OH)2 (anhydrous or octahydrate) in DMF under microwave irradiation. Evidence is provided that kinetic product 4 (trans, anti, cis stereochemistry) epimerizes to thermodynamic product 3 (trans, anti, trans stereochemistry).

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Microwave-promoted reactions: Intramolecular carbanilide cyclization to hydantoins employing barium hydroxide catalyst

Abstract

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