88284-48-4Relevant articles and documents
Benzyne 1,2,4-Trisubstitution and Dearomative 1,2,4-Trifunctionalization
Chen, Zhonghong,Dai, Liang,Lan, Yu,Li, Lianggui,Li, Yang,Shan, Chunhui,Shi, Jiarong,Tan, Min
supporting information, p. 10530 - 10536 (2021/07/28)
Both 1,2,4-trisubstitution and dearomative 1,2,4-trifunctionalization of benzyne have been accomplished from sulfoxides bearing a penta-2,4-dien-1-yl moiety. These cascade transformations proceed through a benzyne insertion into the S═O bond and an uncommon regiospecific anionic [4,5]-sigmatropic rearrangement, furnishing a C-O, C-S, and C-C bond on the C1-, C2-, and C4-position of a benzene ring, respectively. This study showcases new cascade benzyne reaction modes involving both distal C-H bond functionalization and dearomatization.
Benzyne-Mediated Esterification Reaction
Li, Yang,Shi, Jiarong,Zhao, Jinlong
supporting information, p. 7274 - 7278 (2021/10/01)
A benzyne-mediated esterification of carboxylic acids and alcohols under mild conditions has been realized, which is made possible via a selective nucleophilic addition of carboxylic acid to benzyne in the presence of alcohol. After a subsequent transesterification with alcohol, the corresponding esters can be produced efficiently. This benzyne-mediated protocol can be used on the modification of Ibuprofen, cholesterol, estradiol, and synthesis of nandrolone phenylpropionate. In addition, benzyne can also be used to promote lactonization and amidation reaction.
Access to Highly Functionalized Indanes from Arynes and α,γ-Diketo Esters
Hu, Wanyao,Zhang, Cong,Huang, Jie,Guo, Yingying,Fu, Zhenqian,Huang, Wei
supporting information, p. 941 - 945 (2019/05/16)
An unprecedented method for the synthesis of highly functionalized indanes from arynes and α,γ-diketo esters is described. Importantly, mild and nearly pH-neutral conditions ensure excellent functional group tolerance. Theoretical studies indicated that t
