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The formation of open-chain thioesters in the reaction of 2-lithio-2-methyl- and 2-lithio-2-phenyl-1,3-dithiane with chlorodiphenylphosphane followed by oxidation

✍ Scribed by Barbara Gordillo; Zaira J. Domı́nguez; Noé Sánchez; Ricardo González; Magali Salas; Efraı́n Barragán

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
235 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

The unexpected formation of open-chain thioesters (3) and ( 6) from the reaction of 2-lithio-r-2-t-4-t-6-trimethyl (1-Li) and 2-lithio-r-2-phenyl-t-4-t-6-dimethyl-1,3-dithiane (4-Li), respectively, with chlorodiphenylphosphane followed by oxidation was observed instead of the anticipated gem-derivatives. The X-ray diffraction analysis of ( 6) and the trapped intermediate ( 10) confirmed the structure and the proposed mechanism of formation of the open-chain products.

📜 SIMILAR VOLUMES

A remarkable tendency of o-lithio-N-(2-l
A remarkable tendency of o-lithio-N-(2-lithiooxyethyl)-N-methyl-aniline to form heterocyclic derivatives by its reaction with dichlorodialkylsilanes or silicon tetrachloride. Synthesis of 2,5,1-benzoxazasilepines and of the silaspiro analogue
✍ Ioannis D. Kostas; Constantinos G. Screttas; Catherine P. Raptopoulou; Aris Terz 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 221 KB

The synthesis of 2,5,l-benzoxazasilepines 3 or the benzoxazasilaspiro compound 4, has been achieved by the reaction of o-lithio-N-(2-1ithiooxyethyl)-N-methyl-aniline (2) with R2SiC12 (R = Me, Et, Ph) or SiCI 4, respectively. The reaction led to the formation of cyclic products, even under conditions

ChemInform Abstract: A Remarkable Tenden
ChemInform Abstract: A Remarkable Tendency of o-Lithio-N-(2-lithiooxyethyl)-N-methyl-aniline to Form Heterocyclic Derivatives by Its Reaction with Dichlorodialkylsilanes or Silicon Tetrachloride. Synthesis of 2,5,1-Benzoxazasilepines and of the Silaspiro Analogue.
✍ I. D. KOSTAS; C. G. SCRETTAS; C. P. RAPTOPOULOU; A. TERZIS 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

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