Photoinduced Construction of Thieno[3,4- c]quinolin-4(5 H)-ones/Selenopheno[3,4- c]quinolin-4(5 H)-ones Using Diphenyl Disulfide or Diphenyl Diselenide as Sulfur or Selenium Sources

Shi-Yin Tian; Jing-Jing Ai; Jia-Hui Han; Weidong Rao; Shu-Su Shen; Daopeng Sheng; Shun-Yi Wang

doi:10.1021/acs.joc.2c01999

Photoinduced Construction of Thieno[3,4- c]quinolin-4(5 H)-ones/Selenopheno[3,4- c]quinolin-4(5 H)-ones Using Diphenyl Disulfide or Diphenyl Diselenide as Sulfur or Selenium Sources

J Org Chem. 2023 Jan 20;88(2):828-837. doi: 10.1021/acs.joc.2c01999. Epub 2022 Dec 28.

Authors

Shi-Yin Tian¹, Jing-Jing Ai¹, Jia-Hui Han¹, Weidong Rao², Shu-Su Shen³, Daopeng Sheng⁴, Shun-Yi Wang¹

Affiliations

¹ Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, P. R. China.
² Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, P. R. China.
³ School of Environmental Science and Engineering, Suzhou University of Science and Technology, No. 99, Xuefu Road, Huqiu District, Suzhou 215009, P. R. China.
⁴ Key Laboratory of Radiation Medicine and Protection, School for Radiological and Interdisciplinary Sciences (RAD-X) and Collaborative Innovation Center of Radiation Medicine of Jiangsu Higher Education Institutions, Soochow University, Suzhou, Jiangsu 215123, China.

PMID: 36577098
DOI: 10.1021/acs.joc.2c01999

Abstract

A photocatalytic synthesis of thieno[3,4-c]quinolin-4(5H)-ones/selenopheno[3,4-c]quinolin-4(5H)-ones using diphenyl disulfide or diphenyl diselenide as sulfur or selenium sources was developed. Two C-S/Se bonds and one C-C bond were constructed simultaneously without transition metals and other additives.