ON THE PHOTOISOMERIZATION OF THIOPHENE AND THIAZOLE DERIVATIVES

被引：6

作者：

D'Auria, Maurizio ^{[1
]}

Racioppi, Rocco ^{[1
]}

机构：

[1] Univ Basilicata, Dept Chem, I-85100 Potenza, Italy

来源：

HETEROCYCLES | 2009年 / 78卷 / 03期

关键词：

PHOTOCHEMICAL ISOMERIZATION; AB-INITIO; ARYLTHIOPHENE REARRANGEMENTS; PHOTOTRANSPOSITION CHEMISTRY; HETEROCYCLIC SERIES; PHOTO-ISOMERIZATION; DEWAR THIOPHENE; FURAN; PHOTOREARRANGEMENTS; PHENYLTHIAZOLES;

D O I：

10.3987/COM-08-11571

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The photochemical isomerization of thienyl and thiazolyl derivatives can be explained by assuming the formation of the Dewar isomer. The isomerization of the Dewar isomer towards the most stable one can account for the observed reaction. No biradical intermediate was found. In the case of thiophene an isomerization of the Dewar thiophene allows the formation of a tricyclic intermediate; a retroelectrocyclic reaction can afford the reaction product. This tricyclic intermediate cannot be formed in the photoisomerization of thiazole derivative.

引用

页码：737 / 748

页数：12

共 50 条

[21] Thiophene/thiazole-benzene replacement on guanidine derivatives targeting α2-Adrenoceptors
Flood, Aoife
Trujillo, Cristina
Sanchez-Sanz, Goar
Kelly, Brendan
Muguruza, Carolina
Callado, Luis F.
Rozas, Isabel
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 138 : 38 - 50
[22] Synthesis and Biological Evaluation of Some New Thiophene, Thiazole, Dithiolane Derivatives and Related Compounds
Fadda, Ahmed A.
Tawfik, Eman H.
Selim, Yasser A.
POLYCYCLIC AROMATIC COMPOUNDS, 2020, 40 (05) : 1445 - 1458
[23] THE ANTI-FUNGAL ACTIVITY OF SOME SULFONYL DERIVATIVES OF ISOXAZOLE, PYRAZOLE, THIAZOLE AND THIOPHENE
GOULDING, KH
YUNG, KM
HALL, AM
CREMLYN, RJW
PESTICIDE SCIENCE, 1983, 14 (02): : 158 - 166
[24] Synthesis of tetrazole hybridized with thiazole, thiophene or thiadiazole derivatives, molecular modelling and antimicrobial activity
Abualnaja, Matokah M.
Alalawy, Adel I.
Alatawi, Omar M.
Alessa, Ali H.
Qarah, Ahmad Fawzi
Alqahtani, Alaa M.
Bamaga, Majid A.
El-Metwaly, Nashwa M.
SAUDI PHARMACEUTICAL JOURNAL, 2024, 32 (03)
[25] Utility involving thioacetoacetanilides as precursors for synthesis of new thiazole, thiadiazole and thiophene derivatives with antimicrobial activity
Fekri, Ahmed
Keshk, Eman M.
JOURNAL OF SULFUR CHEMISTRY, 2016, 37 (02) : 148 - 161
[26] Synthesis and antimicrobial activity of some new thiazole, thiophene and pyrazole derivatives containing benzothiazole moiety
Bondock, Samir
Fadaly, Walid
Metwally, Mohamed A.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) : 3692 - 3701
[27] SYNTHESIS OF BIOLOGICALLY ACTIVE XANTHENE, CHROMENE, THIAZOLE, THIOPHENE, PYRAZOLE, AND ISOXAZOLE DERIVATIVES FROM CAMPHOR
Alwan, Ensaf Sultan
Mohareb, Rafat Milad
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2023, 37 (06) : 1539 - 1552
[28] Synthesis, antitumor and antioxidant evaluation of some new thiazole and thiophene derivatives incorporated coumarin moiety
Moustafa A. Gouda
Moged A. Berghot
Eman A. Baz
Wafaa S. Hamama
Medicinal Chemistry Research, 2012, 21 : 1062 - 1070
[29] SYNTHESIS AND ANTIMICROBIAL EVALUATION OF SOME NEW DIHYDROPYRIDINE, PYRAZOLE, CHROMENE, PYRROLE, THIAZOLE AND THIOPHENE DERIVATIVES
Fadda, Ahmed A.
Refat, Hala M.
Mohamed, Khaled S.
Mohamed, Nada A. H.
HETEROCYCLES, 2014, 89 (10) : 2318 - 2333
[30] Synthesis and antimicrobial activity of some novel hydrazide, benzochromenone, dihydropyridine, pyrrole, thiazole and thiophene derivatives
Refat, Hala M.
Fadda, A. A.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 70 : 419 - 426

← 1 2 3 4 5 →