A one-step, atom economical synthesis of thieno[2,3- d ]pyrimidin-4-amine derivatives via a four-component reaction

A one-step, atom economical synthesis of thieno[2,3- d ]pyrimidin-4-amine derivatives via a four-component reaction

A Na HPO -catalyzed four-component reaction between a ketone, malononitrile, S and formamide has been realized for the first time. This reaction provides a concise approach to thieno[2,3- ]pyrimidin-4-amines, previously requiring 5 steps. The utility of this reaction was validated by preparing a mul...

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Veröffentlicht in:European journal of organic chemistry 2019-06, Vol.20 (2), p.3269-3272
Hauptverfasser: Shi, Taoda, Zerio, Christopher J, Sivinski, Jared, Ambrose, Andrew J, Moore, Kohlson T, Buckley, Thomas, Kaneko, Lynn, Zhang, Mae, Zhang, Donna D, Chapman, Eli
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container_issue 2
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container_title European journal of organic chemistry
container_volume 20
creator Shi, Taoda
Zerio, Christopher J
Sivinski, Jared
Ambrose, Andrew J
Moore, Kohlson T
Buckley, Thomas
Kaneko, Lynn
Zhang, Mae
Zhang, Donna D
Chapman, Eli
description A Na HPO -catalyzed four-component reaction between a ketone, malononitrile, S and formamide has been realized for the first time. This reaction provides a concise approach to thieno[2,3- ]pyrimidin-4-amines, previously requiring 5 steps. The utility of this reaction was validated by preparing a multi-targeted kinase inhibitor and an inhibitor of the NRF2 pathway with excellent atom- and step-economy.
doi_str_mv 10.1002/ejoc.201900414
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title A one-step, atom economical synthesis of thieno[2,3- d ]pyrimidin-4-amine derivatives via a four-component reaction
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