Citation: Yang Wenchao, Li Bing, Zhang Mingming, Wang Shuang, Ji Yigang, Dong Sa, Feng Jianguo, Yuan Shuzhong. Metal-free photo-induced radical C-P and C-S bond formation for the synthesis of 2-phosphoryl benzothiazoles[J]. Chinese Chemical Letters, ;2020, 31(5): 1313-1316. doi: 10.1016/j.cclet.2019.10.022 shu

Metal-free photo-induced radical C-P and C-S bond formation for the synthesis of 2-phosphoryl benzothiazoles

Yang Wenchao ^{a,1, *,} ,
Li Bing ^a,1 ,
Zhang Mingming ^a ,
Wang Shuang ^a ,
Ji Yigang ^b ,
Dong Sa ^a ,
Feng Jianguo ^a,* ,
Yuan Shuzhong ^a

a.
Guangling College and Institute of Pesticide of School of Horticulture and Plant Protection, Yangzhou University, Yangzhou 225009, China
b.
Jiangsu Key Laboratory of Biofuctional Molecules, Department of Life Sciences and Chemistry, Jiangsu Second Normal University, Nanjing 210013, China

wccyang@126.com

jgfeng@yzu.edu.cn

Received Date: 16 September 2019
Revised Date: 8 October 2019
Accepted Date: 21 October 2019
Available Online: 23 October 2019

Figures(5)

We reveal here a visible-light promoted phosphorylation of 2-isocyanoaryl thioethers for the first time with concomitant C(sp³)-S bond cleavage and imidoyl C-S formation. Additionally, this method features the use of 3 mol% organic dye Rose Bengal as the photocatalyst without external transition-metal or peroxide oxidants, and provides a novel and environmentally friendly approach for the preparation of a variety of 2-phosphoryl benzothiazoles in moderate to good yields.
- Phosphorylation,
- Photo-induced,
- Isocyanides,
- Radical cascade reaction,
- H-Phosphorus oxides
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