l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water

Abstract A simple l-proline-catalysed regio- and diastereoselective synthesis of spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in water through a strategy of one-pot multicomponent domino reaction of 2,6-diaminopyrimidin-4-one, aldehydes and barbituric acids is described. The notable advant...

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Main Authors:	Subarna Jyoti Kalita, Bidyut Das, Dibakar Chandra Deka
Format:	Article
Language:	English
Published:	Georg Thieme Verlag KG 2017-03-01
Series:	SynOpen
Subjects:	spiro compounds organocatalysis multi-component reaction l-proline aqueous medium
Online Access:	http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588456

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spelling	doaj-8282087f07064a65861ea020b27b49882020-11-25T03:12:33ZengGeorg Thieme Verlag KGSynOpen2509-93962017-03-0101010045004910.1055/s-0036-1588456l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in WaterSubarna Jyoti KalitaBidyut DasDibakar Chandra DekaAbstract A simple l-proline-catalysed regio- and diastereoselective synthesis of spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in water through a strategy of one-pot multicomponent domino reaction of 2,6-diaminopyrimidin-4-one, aldehydes and barbituric acids is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, simple purification process involving no chromatographic techniques, wide substrate scope, and high yields. The method delivers the desired product within short reaction time and with a diastereoselectivity of 61:39 to 100:0, which makes the protocol highly attractive.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588456spiro compoundsorganocatalysismulti-component reaction l-prolineaqueous medium
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Subarna Jyoti Kalita Bidyut Das Dibakar Chandra Deka
spellingShingle	Subarna Jyoti Kalita Bidyut Das Dibakar Chandra Deka l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water SynOpen spiro compounds organocatalysis multi-component reaction l-proline aqueous medium
author_facet	Subarna Jyoti Kalita Bidyut Das Dibakar Chandra Deka
author_sort	Subarna Jyoti Kalita
title	l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water
title_short	l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water
title_full	l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water
title_fullStr	l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water
title_full_unstemmed	l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water
title_sort	l-proline-catalysed one-pot regio- and diastereoselective synthesis of spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in water
publisher	Georg Thieme Verlag KG
series	SynOpen
issn	2509-9396
publishDate	2017-03-01
description	Abstract A simple l-proline-catalysed regio- and diastereoselective synthesis of spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in water through a strategy of one-pot multicomponent domino reaction of 2,6-diaminopyrimidin-4-one, aldehydes and barbituric acids is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, simple purification process involving no chromatographic techniques, wide substrate scope, and high yields. The method delivers the desired product within short reaction time and with a diastereoselectivity of 61:39 to 100:0, which makes the protocol highly attractive.
topic	spiro compounds organocatalysis multi-component reaction l-proline aqueous medium
url	http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588456
work_keys_str_mv	AT subarnajyotikalita lprolinecatalysedonepotregioanddiastereoselectivesynthesisofspiropyrido23dpyrimidin2amine65pyrimidinesinwater AT bidyutdas lprolinecatalysedonepotregioanddiastereoselectivesynthesisofspiropyrido23dpyrimidin2amine65pyrimidinesinwater AT dibakarchandradeka lprolinecatalysedonepotregioanddiastereoselectivesynthesisofspiropyrido23dpyrimidin2amine65pyrimidinesinwater
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l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water

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