Photocatalytic Markovnikov-type addition and cyclization of terminal alkynes leading to 4-sulfonyl quinoline-2(1H)-ones. Issue 33 (4th April 2022)

• Record Type: Journal Article
• Authors: Zhai, Yu-Lin; Zhou, Hui; Liu, Qing-Quan; Leng, Bo-Rong; Zhang, Zixian; Li, Jia-Zhuo; Wang, De-Cai; Zhu, Yi-Long
• Is Part Of: Chemical communications. Volume 58:Issue 33(2022)
• Page Start: 5112
• Page End: 5115
• Publication Date: 2022-04-04
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc01169g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A novel and convenient photocatalytic cyclization of terminal alkynes for the construction of 4-sulfonylquinoline-2(1 H )-ones by radical Markovnikov addition/6-endo-trig cyclization/selective C(O)–CF3 bond cleavage was disclosed. Abstract : A new and expedient photocatalytic protocol for the construction of quinolin-2(1 H )-ones via Markovnikov-type sulfonylation/6-endo-trig cyclization/selective C(O)–CF3 bond cleavage starting from N -alkyl- N -(2-ethynylphenyl)-2, 2, 2-trifluoroacetamides and sulfinic acids has been developed. It is as an unprecedented protocol for the preparation of 4-sulfonylquinoline-2(1 H )-ones with high efficiency, mild reaction conditions, acceptable yields and a wide range of substrates.