4.7 Article

α-Selective C(sp3)-H Thio/Selenocyanation of Ketones with Elemental Chalcogen

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 23, Pages 17294-17306

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02431

Keywords

-

Funding

  1. National Natural Science Foundation of China [21901187, 21472140]
  2. Natural Science Foundation of Zhejiang Province [LY21B020001]
  3. Graduate Scientific Research Foundation of Wenzhou University [16202001025]

Ask authors/readers for more resources

A facile method for the synthesis of alpha-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones has been disclosed. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.
A facile method is disclosed for the synthesis of alpha-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available