Synthesis of Benzyltributylstannanes by the Reaction of N‑Tosylhydrazones with Bu3SnH

An efficient stannylation process with N-tosylhydrazones or directly with carbonyl compounds has been developed. A series of functionalized benzyl- and alkyltributylstannanes can be synthesized in moderate to good yields under transition-metal-free conditions. Tandem transformations involving stanny...

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Veröffentlicht in:Journal of organic chemistry 2017-01, Vol.82 (1), p.624-632
Hauptverfasser: Qiu, Di, Wang, Shuai, Meng, He, Tang, Shengbo, Zhang, Yan, Wang, Jianbo
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient stannylation process with N-tosylhydrazones or directly with carbonyl compounds has been developed. A series of functionalized benzyl- and alkyltributylstannanes can be synthesized in moderate to good yields under transition-metal-free conditions. Tandem transformations involving stannylation/Stille cross-coupling reaction have been carried out without purification of the benzyltributylstannane intermediates to afford a series of diarylmethane derivatives.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02639