2012
DOI: 10.1016/j.tet.2012.09.041
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The Thorpe–Ziegler-type reaction of 3-cyanopyridine-2(1H)-thiones with Biginelli 6-bromomethyl-3,4-dihydropyrimidin-2(1H)-ones: cascade assembling of tetra- and pentacyclic heterocyclic scaffolds

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Cited by 16 publications
(9 citation statements)
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“…Substituent diversity in the 4‐aryl‐substituted pyrimidines was provided by the Biginelli reaction 16. The high reactivity of both precursors, 6‐halogenomethylpyrimidinecarboxylates13,16,17 2 and 8‐halogenotheophyllines14,15,18 1 , towards nucleophiles has already been reported and hence the alkylation reaction was straightforward, providing high yields of the products 3 (74–91 %; Scheme ).…”
Section: Resultsmentioning
confidence: 76%
“…Substituent diversity in the 4‐aryl‐substituted pyrimidines was provided by the Biginelli reaction 16. The high reactivity of both precursors, 6‐halogenomethylpyrimidinecarboxylates13,16,17 2 and 8‐halogenotheophyllines14,15,18 1 , towards nucleophiles has already been reported and hence the alkylation reaction was straightforward, providing high yields of the products 3 (74–91 %; Scheme ).…”
Section: Resultsmentioning
confidence: 76%
“…For example, approach, which is based on bromination and a subsequent nucleophilic replacement reaction, is well documented. 6‐Bromo‐ and 6‐dibromomethyl‐3,4‐dihydropyrimidines are a versatile, readily accessible building blocks for the synthesis of furo[3,4‐ d ]pyrimidines , pyrrolo[3,4‐ d ]pyrimidines , pyrimido[4,5‐ d ]pyridazines , thiazolo[3,4‐ c ]pyrimidine , and cyclopenta[d]pyrimidine .…”
Section: Intramolecular Cycloadditions Of Partially Saturated Pyrimidmentioning
confidence: 99%
“… 18 Also, 3-cyano-2-thioxopyridines are of great interest since they have potential synthetic and biological abilities. 19 …”
Section: Introductionmentioning
confidence: 99%