Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 43, Pages 6770-6775Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202001214
Keywords
C– S bond; Metal‐ free reaction; Thiuram monosulfide; Thiobenzoazoles; Benzoheterocycle
Categories
Funding
- Hubei Key Laboratory of Radiation Chemistry and Functional Materials, Hubei University of Science Technology [2019-20KZ01]
- Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University [KLSAOFM1810]
- Science and Technology Department of Hubei Province [2019CFB596]
- Key Laboratory of Hubei Province for Coal Conversion and New Carbon Materials [WKDM202003]
- Henan Normal University
- Postgraduate Innovation Foundation from Wuhan Institute of Technology
Ask authors/readers for more resources
A metal-free synthesis of 2-benzyl/allyl-substituted thiobenzoazoles was developed starting from tetramethyl thiuram monosulfide (TMTM) which served as thiocarbonyl surrogate. By using 2-aminophenols (or 2-aminothiophenols, or 1,2-phenylenediamines) and TMTM as starting materials, 2-mercaptobenzoazoles could be synthesized efficiently. The subsequent C-S bond formation with benzyl/allyl halides gave the final products (2-benzyl/allyl-substituted thiobenzoazoles) with good to excellent yields. The metal-free conditions, inexpensive and easily available starting materials, and broad substrate scope are the advantageous features of this protocol.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available
Share Paper
