Abstract
Various 1-arylbenziodoxolones can be conveniently prepared from 2-iodobenzoic acid and arenes by a one-pot procedure using Oxone (2KHSO 5·KHSO4·K2SO4) as an inexpensive and environmentally safe oxidant. This procedure is also applicable for the synthesis of the 7-methylbenziodoxolone ring system using 2-iodo-3-methylbenzoic acid as starting compound. Structures of four 1-arylbenziodoxolone derivatives were established by single-crystal X-ray diffraction analysis. An enhanced reactivity of 1-aryl-7-methylbenziodoxolones toward nucleophiles compared to unsubstituted 1-arylbenziodoxolones has been found.
| Original language | English |
|---|---|
| Pages (from-to) | 3767-3773 |
| Number of pages | 7 |
| Journal | Journal of Organic Chemistry |
| Volume | 78 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 19 Apr 2013 |
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ASJC Scopus subject areas
- Organic Chemistry
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Preparation and X-ray structural study of 1-arylbenziodoxolones. / Yusubov, Mekhman S.; Yusubova, Roza Y.; Nemykin, Victor N.; Zhdankin, Viktor Vladimirovich.
In: Journal of Organic Chemistry, Vol. 78, No. 8, 19.04.2013, p. 3767-3773.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Preparation and X-ray structural study of 1-arylbenziodoxolones
AU - Yusubov, Mekhman S.
AU - Yusubova, Roza Y.
AU - Nemykin, Victor N.
AU - Zhdankin, Viktor Vladimirovich
PY - 2013/4/19
Y1 - 2013/4/19
N2 - Various 1-arylbenziodoxolones can be conveniently prepared from 2-iodobenzoic acid and arenes by a one-pot procedure using Oxone (2KHSO 5·KHSO4·K2SO4) as an inexpensive and environmentally safe oxidant. This procedure is also applicable for the synthesis of the 7-methylbenziodoxolone ring system using 2-iodo-3-methylbenzoic acid as starting compound. Structures of four 1-arylbenziodoxolone derivatives were established by single-crystal X-ray diffraction analysis. An enhanced reactivity of 1-aryl-7-methylbenziodoxolones toward nucleophiles compared to unsubstituted 1-arylbenziodoxolones has been found.
AB - Various 1-arylbenziodoxolones can be conveniently prepared from 2-iodobenzoic acid and arenes by a one-pot procedure using Oxone (2KHSO 5·KHSO4·K2SO4) as an inexpensive and environmentally safe oxidant. This procedure is also applicable for the synthesis of the 7-methylbenziodoxolone ring system using 2-iodo-3-methylbenzoic acid as starting compound. Structures of four 1-arylbenziodoxolone derivatives were established by single-crystal X-ray diffraction analysis. An enhanced reactivity of 1-aryl-7-methylbenziodoxolones toward nucleophiles compared to unsubstituted 1-arylbenziodoxolones has been found.
UR - http://www.scopus.com/inward/record.url?scp=84876546831&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84876546831&partnerID=8YFLogxK
U2 - 10.1021/jo400212u
DO - 10.1021/jo400212u
M3 - Article
C2 - 23480389
AN - SCOPUS:84876546831
VL - 78
SP - 3767
EP - 3773
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 8
ER -