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Trisulfur Radical Anion (S3•–) Involved [1 + 2 + 2] and [1 + 3 + 1] Cycloaddition with Aromatic Alkynes: Synthesis of Tetraphenylthiophene and 2‑Benzylidenetetrahydrothiophene Derivatives

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journal contribution
posted on 19.07.2018, 16:48 by Jing-Hao Li, Qi Huang, Shun-Yi Wang, Shun-Jun Ji
S3•–-mediated [1 + 2 + 2] and [1 + 3 + 1] cycloaddition reactions of aromatic alkynes to give tetraphenylthiophene and 2-benzylidenetetrahydrothiophene derivatives via two C–S bond formations are developed. These two protocols provide new, simple, and straightforward strategies to construct tetraphenylthiophene and 2-benzylidenetetrahydrothiophene derivatives under transition-metal-free conditions. This study also expands the application of S3•– in organic reactions.

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