10381-71-2Relevant articles and documents
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Bickart,P. et al.
, p. 4869 - 4876 (1968)
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Aryne 1,2,3,5-Tetrasubstitution Enabled by 3-Silylaryne and Allyl Sulfoxide via an Aromatic 1,3-Silyl Migration
Shi, Jiarong,Li, Lianggui,Shan, Chunhui,Wang, Junli,Chen, Zhonghong,Gu, Rongrong,He, Jia,Tan, Min,Lan, Yu,Li, Yang
supporting information, p. 2178 - 2184 (2021/02/16)
Although benzyne has been well-known to serve as a synthon that can conveniently prepare various 1,2-difunctionalized benzenes, the sites other than its formal triple bond remain silent in typical benzyne transformations. An unprecedented aryne 1,2,3,5-tetrasubstitution was realized from 3-silylbenzyne and aryl allyl sulfoxide, the mechanistic pathway of which includes a regioselective aryne insertion into the SO bond, a [3,6]-sigmatropic rearrangement, and a thermal aromatic 1,3-silyl migration cascade.
1,2,3,5-tetrasubstituted benzene containing 5-silicon groups and synthesis method thereof
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, (2020/03/28)
The invention discloses a 1,2,3,5-tetrasubstituted benzene containing 5-silicon groups and a synthesis method thereof. The tetrasubstituted benzene has a structure as shown in. A. The method of synthesis of the tetrasubstituted benzene includes synthesis
One-Pot Sulfoxide Synthesis Exploiting a Sulfinyl-Dication Equivalent Generated from a DABSO/Trimethylsilyl Chloride Sequence
Lenstra, Danny C.,Vedovato, Vincent,Ferrer Flegeau, Emmanuel,Maydom, Jonathan,Willis, Michael C.
supporting information, p. 2086 - 2089 (2016/06/01)
A one-pot process for the synthesis of unsymmetrical sulfoxides using organometallic nucleophiles is described. Sulfur dioxide, delivered from the surrogate DABSO (DABCO-bis(sulfur dioxide)), acts as the initial electrophile and combines with the first organometallic reagent to generate a sulfinate intermediate. In situ conversion of the sulfinate to a sulfinate silyl ester, using TMS-Cl (trimethylsilyl chloride), generates a second electrophile, allowing addition of a second organometallic reagent. Organolithium or Grignard reagents can be employed, delivering sulfoxides in good to excellent yields.