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Catalyst-free synthesis of tetrahydropyrimidines via formal [3+3]-cycloaddition of imines with 1,3,5-hexahydro-1,3,5-triazines.


ABSTRACT: A practical and environmentally benign synthesis of poly-substituted tetrahydropyrimidines from readily available starting materials has been developed. This process features an unprecedented intermolecular formal [3+3]-annulation of imines and 1,3,5-hexahydro-1,3,5-triazines under catalyst-free conditions. Importantly, differing from previous transformations, the 1,3,5-triazines are firstly utilized as formal 1,3-dipoles in cycloaddition reactions.

SUBMITTER: Chen L 

PROVIDER: S-EPMC9078107 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

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Catalyst-free synthesis of tetrahydropyrimidines <i>via</i> formal [3+3]-cycloaddition of imines with 1,3,5-hexahydro-1,3,5-triazines.

Chen Long L   Liu Kai K   Sun Jiangtao J  

RSC advances 20180101 10


A practical and environmentally benign synthesis of poly-substituted tetrahydropyrimidines from readily available starting materials has been developed. This process features an unprecedented intermolecular formal [3+3]-annulation of imines and 1,3,5-hexahydro-1,3,5-triazines under catalyst-free conditions. Importantly, differing from previous transformations, the 1,3,5-triazines are firstly utilized as formal 1,3-dipoles in cycloaddition reactions. ...[more]

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