7160-01-2Relevant articles and documents
Living Polymerization of 2-Ethylthio-2-oxazoline and Postpolymerization Diversification
Wu, You-Chi Mason,Swager, Timothy M.
supporting information, p. 12498 - 12501 (2019/09/04)
The postpolymerization modification of polymers produced by living polymerization is an attractive method to create precision nanomaterials. We describe the living cationic ring-opening polymerization of a 2-alkylthio-2-oxazoline to furnish a polythiocarbamate. The polythiocarbamate is activated toward substitution by N- and S-nucleophiles via oxidation of the S to an SO2. Mild substitution conditions provide broad functional group tolerance, constituting a versatile postpolymerization modification platform with access to a diversity of polyureas and polythiocarbamates. We further demonstrate the utility of this strategy by synthesizing and functionalizing block copolymers.
One-pot synthesis of 2,3-difunctionalized indoles: Via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization
Lv, Honggui,Shi, Jingjing,Wu, Bo,Guo, Yujuan,Huang, Junjun,Yi, Wei
supporting information, p. 8054 - 8058 (2017/10/13)
Reported herein is the first Rh(iii)-catalyzed carbenoid insertion C-H activation/cyclization of N-arylureas and α-diazo β-keto esters. The redox-neutral reaction has the following features: good to excellent yields, broad substrate/functional group tolerance, exclusive regioselectivity, and no need for additional oxidants or additives, which render this methodology as a more efficient and versatile alternative to the existing methods for the synthesis of 2,3-difunctionalized indoles.
Merging C-H activation and alkene difunctionalization at room temperature: A palladium-catalyzed divergent synthesis of indoles and indolines
Manna, Manash Kumar,Hossian, Asik,Jana, Ranjan
supporting information, p. 672 - 675 (2015/03/04)
A palladium-catalyzed 1,2-carboamination through C-H activation at room temperature is reported for the synthesis of 2-arylindoles, and indolines from readily available, inexpensive aryl ureas and vinyl arenes. The reaction initiates with a urea-directed electrophilic ortho palladation, alkene insertion, and ?2-hydride elimination sequences to provide the Fujiwara-Moritani arylation product. Subsequently, aza-Wacker cyclization, and ?2-hydride elimination provide the 2-arylindoles in high yields. Intercepting the common -alkyl-Pd intermediate, corresponding indolines are also achieved. The indoline formation is attributed to the generation of stabilized, cationic -benzyl-Pd species to suppress ?2-hydride elimination.