Visible light-induced C–H sulfenylation using sulfinic acids†

نویسندگان

  • Pengfei Sun
  • Daoshan Yang
  • Wei Wei
  • Min Jiang
  • Zuli Wang
  • Liyan Zhang
  • Hui Zhang
  • Zhenzhen Zhang
  • Yu Wang
چکیده

The visible light and Eosin B-catalyzed direct sulfenylation of sp C–H bonds with sulfinic acids through a photoredox process has been demonstrated at room temperature under transition metal-free conditions for the first time. Diverse heteroaryl sulfides were obtained in moderate to good yields. This is the first example of the sulfenylation of sp C–H bonds using arylsulfinic acids as odorless sulfur reagents under visible light-induced conditions. More interestingly, the reductive products could be obtained under visible light-induced oxidative conditions. This protocol demonstrates a new model for C–S bond formation, which serves as a novel approach toward the synthesis of heteroaryl sulfides.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Visible-light initiated oxidative cyclization of phenyl propiolates with sulfinic acids to coumarin derivatives under metal-free conditions.

A visible-light initiated oxidative cyclization of phenyl propiolates with sulfinic acids has been developed. The arylsulfonylation of alkynes was performed at room temperature under metal-free conditions to generate coumarin derivatives with wide functional group tolerance, good yields and high regioselectivity.

متن کامل

The redox biochemistry of protein sulfenylation and sulfinylation.

Controlled generation of reactive oxygen species orchestrates numerous physiological signaling events (Finkel, T. (2011) Signal transduction by reactive oxygen species. J. Cell Biol. 194, 7-15). A major cellular target of reactive oxygen species is the thiol side chain (RSH) of Cys, which may assume a wide range of oxidation states (i.e. -2 to +4). Within this context, Cys sulfenic (Cys-SOH) an...

متن کامل

Visible light-induced 3-sulfenylation of N-methylindoles with arylsulfonyl chlorides.

The synthesis of 1-methyl-3-(arylthio)-1H-indoles has been achieved by the photoredox reaction of N-methylindoles with readily available arylsulfonyl chlorides in moderate yields.

متن کامل

Pure and Gd3+, Tb3+ and Ho3+-doped As2Ni3O8: A new visible light induced photocatalyst for the photodegradation of malachite green water pollutant

Nanostructured doped As2Ni3O8 samples were synthesized via facile one step solid state reactions at 850 °C for 8 h using As2O3, Ni(NO3)2.6H2O, Gd2O3, Tb2O3 and Ho2O3 raw materials. The synthesized nanomaterials were characterized by powder X-ray diffraction (PXRD) technique. The rietveld analyses showed that the obtained materials were crystallized well in monoclinic crystal structure with the ...

متن کامل

Visible light induced photocatalytic degradation of direct red 23 and direct brown 166 by InVO4-TiO2 nanocomposite

The effect of various parameters (pH, irradiation time, nanophotocatalyst dosages and temperature) on photocatalytic degradation of Direct Red 23 (DR 23) and Direct Brown 166 (DB 166) using pure InVO4 and InVO4-TiO2 nanocomposite were investigated under visible light irradiation. InVO4 and InVO4-TiO2 wer...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2017