Abstract
Pseudocyclic 2-benzimidazolyl-substituted diaryliodonium salts were obtained by the reaction of the corresponding [hydroxy(tosyloxy)iodo]arenes with arenes in the presence of trifluoromethanesulfonic acid. X-ray structural analysis of these iodonium salts confirmed their pseudocyclic structure with a short (2.57-2.58 Å) noncovalent I···N interaction. Treatment of 2-benzimidazolyl-substituted diaryliodonium triflates with a base afforded novel five-membered iodine-nitrogen heterocycles.
| Original language | English |
|---|---|
| Pages (from-to) | 12056-12070 |
| Number of pages | 15 |
| Journal | Journal of Organic Chemistry |
| Volume | 83 |
| Issue number | 19 |
| DOIs | |
| Publication status | Published - 5 Oct 2018 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Synthesis of Five-Membered Iodine-Nitrogen Heterocycles from Benzimidazole-Based Iodonium Salts. / Vlasenko, Yulia A.; Postnikov, Pavel S.; Trusova, Marina E.; Shafir, Alexandr; Zhdankin, Viktor V.; Yoshimura, Akira; Yusubov, Mekhman S.
In: Journal of Organic Chemistry, Vol. 83, No. 19, 05.10.2018, p. 12056-12070.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis of Five-Membered Iodine-Nitrogen Heterocycles from Benzimidazole-Based Iodonium Salts
AU - Vlasenko, Yulia A.
AU - Postnikov, Pavel S.
AU - Trusova, Marina E.
AU - Shafir, Alexandr
AU - Zhdankin, Viktor V.
AU - Yoshimura, Akira
AU - Yusubov, Mekhman S.
PY - 2018/10/5
Y1 - 2018/10/5
N2 - Pseudocyclic 2-benzimidazolyl-substituted diaryliodonium salts were obtained by the reaction of the corresponding [hydroxy(tosyloxy)iodo]arenes with arenes in the presence of trifluoromethanesulfonic acid. X-ray structural analysis of these iodonium salts confirmed their pseudocyclic structure with a short (2.57-2.58 Å) noncovalent I···N interaction. Treatment of 2-benzimidazolyl-substituted diaryliodonium triflates with a base afforded novel five-membered iodine-nitrogen heterocycles.
AB - Pseudocyclic 2-benzimidazolyl-substituted diaryliodonium salts were obtained by the reaction of the corresponding [hydroxy(tosyloxy)iodo]arenes with arenes in the presence of trifluoromethanesulfonic acid. X-ray structural analysis of these iodonium salts confirmed their pseudocyclic structure with a short (2.57-2.58 Å) noncovalent I···N interaction. Treatment of 2-benzimidazolyl-substituted diaryliodonium triflates with a base afforded novel five-membered iodine-nitrogen heterocycles.
UR - http://www.scopus.com/inward/record.url?scp=85053858203&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85053858203&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.8b01995
DO - 10.1021/acs.joc.8b01995
M3 - Article
C2 - 30205009
AN - SCOPUS:85053858203
VL - 83
SP - 12056
EP - 12070
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 19
ER -