volume 24 issue 42 pages 7861-7865

Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines from ortho-Aminohydrazones and Bromodifluoroacetamides

Changjiang Yu 1
Fumei Ke 1
Jianke Su 1
Xingxing Ma 2
Xin Li 1
Qiuling Song 1, 2, 3, 4
Publication typeJournal Article
Publication date2022-10-14
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An efficient and convenient synthesis of benzo[d][1,3]thiazine has been developed by employing a copper-catalyzed transformation of readily available ketone-derived hydrazones with elemental sulfur and bromodifluoroalkylative reagents. The strategy involves an S8-catalyzed selective triple-cleavage of bromodifluoroacetamides, which acts as a C1 synthon at the 2-position of benzo[d][1,3]thiazine. A mechanism proceeding through a Cu-carbene intermediate is proposed for the C-S bond formation.
Found 
Found 

Top-30

Journals

1
2
3
Organic Letters
3 publications, 25%
Chemical Communications
2 publications, 16.67%
Organic and Biomolecular Chemistry
1 publication, 8.33%
Tetrahedron
1 publication, 8.33%
Tetrahedron Letters
1 publication, 8.33%
Accounts of Chemical Research
1 publication, 8.33%
Chemical Reviews
1 publication, 8.33%
European Journal of Organic Chemistry
1 publication, 8.33%
Advanced Synthesis and Catalysis
1 publication, 8.33%
1
2
3

Publishers

1
2
3
4
5
American Chemical Society (ACS)
5 publications, 41.67%
Royal Society of Chemistry (RSC)
3 publications, 25%
Elsevier
2 publications, 16.67%
Wiley
2 publications, 16.67%
1
2
3
4
5
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
12
Share
Cite this
GOST |
Cite this
GOST Copy
Yu C. et al. Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines from ortho-Aminohydrazones and Bromodifluoroacetamides // Organic Letters. 2022. Vol. 24. No. 42. pp. 7861-7865.
GOST all authors (up to 50) Copy
Yu C., Ke F., Su J., Ma X., Li X., Song Q. Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines from ortho-Aminohydrazones and Bromodifluoroacetamides // Organic Letters. 2022. Vol. 24. No. 42. pp. 7861-7865.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.2c03399
UR - https://doi.org/10.1021/acs.orglett.2c03399
TI - Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines from ortho-Aminohydrazones and Bromodifluoroacetamides
T2 - Organic Letters
AU - Yu, Changjiang
AU - Ke, Fumei
AU - Su, Jianke
AU - Ma, Xingxing
AU - Li, Xin
AU - Song, Qiuling
PY - 2022
DA - 2022/10/14
PB - American Chemical Society (ACS)
SP - 7861-7865
IS - 42
VL - 24
PMID - 36239477
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2022_Yu,
author = {Changjiang Yu and Fumei Ke and Jianke Su and Xingxing Ma and Xin Li and Qiuling Song},
title = {Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines from ortho-Aminohydrazones and Bromodifluoroacetamides},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.2c03399},
number = {42},
pages = {7861--7865},
doi = {10.1021/acs.orglett.2c03399}
}
MLA
Cite this
MLA Copy
Yu., Changjiang, et al. “Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines from ortho-Aminohydrazones and Bromodifluoroacetamides.” Organic Letters, vol. 24, no. 42, Oct. 2022, pp. 7861-7865. https://doi.org/10.1021/acs.orglett.2c03399.