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One-Step Synthesis of Thieno[2,3-d]pyrimidin-4(3H)-ones via a Catalytic Four-Component Reaction of Ketones, Ethyl Cyanoacetate, S8 and Formamide.

ABSTRACT: Thieno[2,3-d]pyrimidin-4(3H)-ones are important pharmacophores that previously required a three step synthesis with two chromatography steps. We herein report a green approach to the synthesis of this pharmacologically important class of compounds via a catalytic four-component reaction using a ketone, ethyl cyanoacetate, S8 and formamide. The reported reaction is characterized by step economy, reduced catalyst loading and easy purification.

SUBMITTER: Shi T

PROVIDER: S-EPMC6871654 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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One-Step Synthesis of Thieno[2,3-d]pyrimidin-4(3H)-ones via a Catalytic Four-Component Reaction of Ketones, Ethyl Cyanoacetate, S8 and Formamide.

Shi Taoda T Kaneko Lynn L Sandino Michael M Busse Ryan R Zhang Mae M Mason Damian D Machulis Jason J Ambrose Andrew J AJ Zhang Donna D DD Chapman Eli E

ACS sustainable chemistry & engineering 20181214 1

Thieno[2,3-d]pyrimidin-4(3H)-ones are important pharmacophores that previously required a three step synthesis with two chromatography steps. We herein report a green approach to the synthesis of this pharmacologically important class of compounds via a catalytic four-component reaction using a ketone, ethyl cyanoacetate, S8 and formamide. The reported reaction is characterized by step economy, reduced catalyst loading and easy purification. ...[more]

PMID: 31754553

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