Photocatalytic Markovnikov-type addition and cyclization of terminal alkynes leading to 4-sulfonyl quinoline-2(1H)-ones

Yu Lin Zhai; Hui Zhou; Qing Quan Liu; Bo Rong Leng; Zixian Zhang; Jia Zhuo Li; De Cai Wang; Yi Long Zhu

doi:10.1039/d2cc01169g

Photocatalytic Markovnikov-type addition and cyclization of terminal alkynes leading to 4-sulfonyl quinoline-2(1H)-ones

Yu Lin Zhai, Hui Zhou, Qing Quan Liu, Bo Rong Leng, Zixian Zhang, Jia Zhuo Li, De Cai Wang, Yi Long Zhu

School of Pharmaceutical Sciences

Nanjing Tech University

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

A new and expedient photocatalytic protocol for the construction of quinolin-2(1H)-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(1H)-ones with high efficiency, mild reaction conditions, acceptable yields and a wide range of substrates.

Original language	English
Pages (from-to)	5112-5115
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	33
DOIs	https://doi.org/10.1039/d2cc01169g
State	Published - 30 Mar 2022

Access to Document

10.1039/d2cc01169g

Cite this

@article{ccfe80e4204e454db8351bc628b9b1e2,

title = "Photocatalytic Markovnikov-type addition and cyclization of terminal alkynes leading to 4-sulfonyl quinoline-2(1H)-ones",

abstract = "A new and expedient photocatalytic protocol for the construction of quinolin-2(1H)-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(1H)-ones with high efficiency, mild reaction conditions, acceptable yields and a wide range of substrates.",

author = "Zhai, {Yu Lin} and Hui Zhou and Liu, {Qing Quan} and Leng, {Bo Rong} and Zixian Zhang and Li, {Jia Zhuo} and Wang, {De Cai} and Zhu, {Yi Long}",

note = "Publisher Copyright: {\textcopyright} 2022 The Royal Society of Chemistry",

year = "2022",

month = mar,

day = "30",

doi = "10.1039/d2cc01169g",

language = "英语",

volume = "58",

pages = "5112--5115",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "33",

}

TY - JOUR

T1 - Photocatalytic Markovnikov-type addition and cyclization of terminal alkynes leading to 4-sulfonyl quinoline-2(1H)-ones

AU - Zhai, Yu Lin

AU - Zhou, Hui

AU - Liu, Qing Quan

AU - Leng, Bo Rong

AU - Zhang, Zixian

AU - Li, Jia Zhuo

AU - Wang, De Cai

AU - Zhu, Yi Long

PY - 2022/3/30

Y1 - 2022/3/30

N2 - A new and expedient photocatalytic protocol for the construction of quinolin-2(1H)-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(1H)-ones with high efficiency, mild reaction conditions, acceptable yields and a wide range of substrates.

AB - A new and expedient photocatalytic protocol for the construction of quinolin-2(1H)-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(1H)-ones with high efficiency, mild reaction conditions, acceptable yields and a wide range of substrates.

UR - http://www.scopus.com/inward/record.url?scp=85128310075&partnerID=8YFLogxK

U2 - 10.1039/d2cc01169g

DO - 10.1039/d2cc01169g

M3 - 文章

C2 - 35377376

AN - SCOPUS:85128310075

SN - 1359-7345

VL - 58

SP - 5112

EP - 5115

JO - Chemical Communications

JF - Chemical Communications

IS - 33

ER -

Photocatalytic Markovnikov-type addition and cyclization of terminal alkynes leading to 4-sulfonyl quinoline-2(1H)-ones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this