Silver-Promoted Site-Selective Intramolecular Cyclization of 2-Methylthiobenzamide through α-C(sp3)-H Functionalization

Ke Yang; Ben Niu; Zhiyan Ma; Hui Wang; Brianna Lawrence; Haibo Ge

doi:10.1021/acs.joc.9b02202

Silver-Promoted Site-Selective Intramolecular Cyclization of 2-Methylthiobenzamide through α-C(sp³)-H Functionalization

Ke Yang, Ben Niu, Zhiyan Ma, Hui Wang, Brianna Lawrence, Haibo Ge

Chemistry and Biochemistry

Research output: Contribution to journal › Article

2 Scopus citations

Abstract

Silver-mediated intramolecular α-C(sp³)-H bond functionalization of the methylthio group has been established in the presence of Selectfluor as an additive. This novel strategy provides efficient access to various diverse sulfur-based heterocycles with good yields and functional group compatibility. It is noteworthy that the completely novel benzooxathiin-4-imine skeletons were reported for the first time in this study.

Original language	English
Pages (from-to)	14045-14052
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	84
Issue number	21
DOIs	https://doi.org/10.1021/acs.joc.9b02202
State	Published - Nov 1 2019

Access to Document

10.1021/acs.joc.9b02202

Link to publication in Scopus

Fingerprint Dive into the research topics of 'Silver-Promoted Site-Selective Intramolecular Cyclization of 2-Methylthiobenzamide through α-C(sp<sup>3</sup>)-H Functionalization'. Together they form a unique fingerprint.

Cite this

@article{e25bf13025d04268bf057cc28cd5c6d3,

title = "Silver-Promoted Site-Selective Intramolecular Cyclization of 2-Methylthiobenzamide through α-C(sp3)-H Functionalization",

abstract = "Silver-mediated intramolecular α-C(sp3)-H bond functionalization of the methylthio group has been established in the presence of Selectfluor as an additive. This novel strategy provides efficient access to various diverse sulfur-based heterocycles with good yields and functional group compatibility. It is noteworthy that the completely novel benzooxathiin-4-imine skeletons were reported for the first time in this study.",

author = "Ke Yang and Ben Niu and Zhiyan Ma and Hui Wang and Brianna Lawrence and Haibo Ge",

year = "2019",

month = nov,

day = "1",

doi = "10.1021/acs.joc.9b02202",

language = "English",

volume = "84",

pages = "14045--14052",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

number = "21",

}

TY - JOUR

T1 - Silver-Promoted Site-Selective Intramolecular Cyclization of 2-Methylthiobenzamide through α-C(sp3)-H Functionalization

AU - Yang, Ke

AU - Niu, Ben

AU - Ma, Zhiyan

AU - Wang, Hui

AU - Lawrence, Brianna

AU - Ge, Haibo

PY - 2019/11/1

Y1 - 2019/11/1

N2 - Silver-mediated intramolecular α-C(sp3)-H bond functionalization of the methylthio group has been established in the presence of Selectfluor as an additive. This novel strategy provides efficient access to various diverse sulfur-based heterocycles with good yields and functional group compatibility. It is noteworthy that the completely novel benzooxathiin-4-imine skeletons were reported for the first time in this study.

AB - Silver-mediated intramolecular α-C(sp3)-H bond functionalization of the methylthio group has been established in the presence of Selectfluor as an additive. This novel strategy provides efficient access to various diverse sulfur-based heterocycles with good yields and functional group compatibility. It is noteworthy that the completely novel benzooxathiin-4-imine skeletons were reported for the first time in this study.

UR - http://www.scopus.com/inward/record.url?scp=85073824030&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.9b02202

DO - 10.1021/acs.joc.9b02202

M3 - Article

C2 - 31589040

AN - SCOPUS:85073824030

VL - 84

SP - 14045

EP - 14052

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 21

ER -