Four-Component Ring-Opening Reaction of Pyrroles via C-N Bond Cleavage under Multiple Functions of Elemental Sulfur

Zongkang Wang; Ye Wang; Yang Yuan; Yingge Gu; Yilin Zhu; Lijie Liu; Ziyi Zhuang; Lingkai Kong; Yanzhong Li

doi:10.1021/acs.orglett.3c00945

Four-Component Ring-Opening Reaction of Pyrroles via C-N Bond Cleavage under Multiple Functions of Elemental Sulfur

Zongkang Wang
, Ye Wang
, Yang Yuan
, Yingge Gu
, Yilin Zhu
, Lijie Liu
, Ziyi Zhuang
, Lingkai Kong^*
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

7 Scopus citations

Abstract

We report a four-component ring-opening reaction of pyrroles via C-N bond cleavage. In this process, elemental sulfur is used as the sulfur source of thiazole and thioamide and the reductant of olefin. A series of benzothiazoles functionalized with thiopropionamides at the C2 position were synthesized using this method. A plausible reaction mechanism is proposed based on the concise control experiments.

Original language	English
Pages (from-to)	3094-3098
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	17
DOIs	https://doi.org/10.1021/acs.orglett.3c00945
State	Published - 5 May 2023

Access to Document

10.1021/acs.orglett.3c00945

Cite this

@article{7fbc024db112422488e3f5c2f5efd2e5,

title = "Four-Component Ring-Opening Reaction of Pyrroles via C-N Bond Cleavage under Multiple Functions of Elemental Sulfur",

abstract = "We report a four-component ring-opening reaction of pyrroles via C-N bond cleavage. In this process, elemental sulfur is used as the sulfur source of thiazole and thioamide and the reductant of olefin. A series of benzothiazoles functionalized with thiopropionamides at the C2 position were synthesized using this method. A plausible reaction mechanism is proposed based on the concise control experiments.",

author = "Zongkang Wang and Ye Wang and Yang Yuan and Yingge Gu and Yilin Zhu and Lijie Liu and Ziyi Zhuang and Lingkai Kong and Yanzhong Li",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society",

year = "2023",

month = may,

day = "5",

doi = "10.1021/acs.orglett.3c00945",

language = "英语",

volume = "25",

pages = "3094--3098",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "17",

}

TY - JOUR

T1 - Four-Component Ring-Opening Reaction of Pyrroles via C-N Bond Cleavage under Multiple Functions of Elemental Sulfur

AU - Wang, Zongkang

AU - Wang, Ye

AU - Yuan, Yang

AU - Gu, Yingge

AU - Zhu, Yilin

AU - Liu, Lijie

AU - Zhuang, Ziyi

AU - Kong, Lingkai

AU - Li, Yanzhong

PY - 2023/5/5

Y1 - 2023/5/5

N2 - We report a four-component ring-opening reaction of pyrroles via C-N bond cleavage. In this process, elemental sulfur is used as the sulfur source of thiazole and thioamide and the reductant of olefin. A series of benzothiazoles functionalized with thiopropionamides at the C2 position were synthesized using this method. A plausible reaction mechanism is proposed based on the concise control experiments.

AB - We report a four-component ring-opening reaction of pyrroles via C-N bond cleavage. In this process, elemental sulfur is used as the sulfur source of thiazole and thioamide and the reductant of olefin. A series of benzothiazoles functionalized with thiopropionamides at the C2 position were synthesized using this method. A plausible reaction mechanism is proposed based on the concise control experiments.

UR - https://www.scopus.com/pages/publications/85156237827

U2 - 10.1021/acs.orglett.3c00945

DO - 10.1021/acs.orglett.3c00945

M3 - 文章

C2 - 37087758

AN - SCOPUS:85156237827

SN - 1523-7060

VL - 25

SP - 3094

EP - 3098

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

Four-Component Ring-Opening Reaction of Pyrroles via C-N Bond Cleavage under Multiple Functions of Elemental Sulfur

Abstract

Access to Document

Other files and links

Fingerprint

Cite this