Acid-free and base-free [2+2+2] cyclization of vinyl thianthrenium salts and nitriles for the construction of pyrimidine derivatives

Ao-Tong Shi; Chenglei Yang; Qing-Long Lv; Yinjiang Xue; Jinhui Yang; Dianjun Li

doi:10.1039/d5nj02101d

January 1, 2025New Journal of Chemistry

Acid-free and base-free [2+2+2] cyclization of vinyl thianthrenium salts and nitriles for the construction of pyrimidine derivatives

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Key Points

Cascade cyclization produces significant yields of pyrimidine derivatives without acids or bases.
2,4,6-Trisubstituted pyrimidines were created using vinyl thianthrenium salts and nitriles in a one-pot reaction.
The method allows for the use of aryl- or alkyl-nitriles, enhancing the versatility of pyrimidine synthesis.
This reaction provides an efficient route to pyrimidine derivatives with potential applications in pharmaceuticals.

Implication

Cascade cyclization generates 2,4,6-trisubstituted pyrimidine derivatives from vinyl thianthrenium salts and nitriles, suggesting a novel method.

Abstract

Vinyl thianthrenium salts, generated from one-pot addition of alkynes and thianthrene, undergo cascade cyclization with aryl- or alkyl-nitriles to afford 2,4,6-trisubstituted pyrimidine derivatives in good yields without acid, additive and base.

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Cite This Study

Shi et al. (2025) studied this question.

synapsesocial.com/papers/68c1bb5b54b1d3bfb60ecc5b https://doi.org/10.1039/d5nj02101d

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Acid-free and base-free [2+2+2] cyclization of vinyl thianthrenium salts and nitriles for the construction of pyrimidine derivatives

Key Points

Implication

Abstract

Discussion

Cite This Study

Acid-free and base-free [2+2+2] cyclization of vinyl thianthrenium salts and nitriles for the construction of pyrimidine derivatives

Key Points

Implication

Abstract

Discussion

Cite This Study

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