SYNTHESIS OF PYRIMIDO[2,1-B]THIAZIN-6-ONE BY RETRO DIELS-ALDER REACTION

被引：17
|
作者：
FULOP, F
HUBER, I
SZABO, A
BERNATH, G
SOHAR, P
机构：
[1] ALBERT SZENT GYORGYI MED UNIV,INST PHARMACEUT CHEM,POB 121,H-6701 SZEGED,HUNGARY
[2] EGIS PHARMACEUT,DEPT SPECTROSCOP,H-1475 BUDAPEST,HUNGARY
来源：
TETRAHEDRON | 1991年 / 47卷 / 36期
关键词：
THIAZOLO[2,3-B]QUINAZOLIN-5-ONE; THIAZINO[2,3-B]QUINAZOLIN-6-ONE; RETRODIENE DECOMPOSITION; THIAZOLO[3,2-A]PYRIMIDIN-5-ONE; PYRIMIDO[2,1-B]THIAZIN-6-ONE;
D O I：
10.1016/S0040-4020(01)88290-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first mild retrodiene processes resulting in bicyclic heterocycles are described. From norbornene diexo- and diendo-beta-amino acids with chloroalkyl isothiocyanates, compounds 3-6 were prepared, which, by retrodiene decomposition, furnished 7 and 8.
引用
收藏
页码：7673 / 7676
页数：4
相关论文
共 50 条
  • [31] Synthesis of 2′-aminouridine derivatives as an organocatalyst for Diels-Alder reaction†
    Wakamatsu, Hideaki
    Itoh, Moeko
    Natori, Yoshihiro
    Yoshimura, Yuichi
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2020, 39 (1-3): : 365 - 383
  • [32] Novel synthesis and biological activity study of pyrimido[2,1-b]benzothiazoles
    Gupta, Shikha
    Ajmera, Neha
    Gautam, Naveen
    Sharma, Rajni
    Gautam, D. C.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2009, 48 (06): : 853 - 857
  • [33] Application of the Diels-Alder reaction to polymers bearing furan moieties. 2. Diels-Alder and retro-Diels-Alder reactions involving furan rings in some styrene copolymers
    Gousse, C
    Gandini, A
    Hodge, P
    MACROMOLECULES, 1998, 31 (02) : 314 - 321
  • [34] 6H-PYRIMIDO (2,1-B) QUINAZOL-6-ONE AND 10H-PYRIMIDO (4,3-B) QUINAZOL-10-ONE
    VOCKER, ED
    SCHONFEL.M
    BEYER, H
    ZEITSCHRIFT FUR CHEMIE, 1968, 8 (03): : 103 - &
  • [35] Application of the Diels-Alder reaction to polymers bearing furan moieties. 2. Diels-Alder and retro-Diels-Alder reactions involving furan rings in some styrene copolymers
    Ecole Francaise de Papeterie et des, Industries Graphiques , Saint Martin d'Heres, France
    Macromolecules, 2 (314-321):
  • [36] Intramolecular Cyclization of Mannich Reaction for Synthesis of Pyrimido[2,1-b]-1,3,5-tiadiazines
    El-Sherief, Hassan A. H.
    Hozien, Zeinab A.
    El-Mahdy, Ahmed F. M.
    Sarhan, Abdelwarth A. O.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (06) : 1294 - 1302
  • [37] Unusual tandem sequence of oxa Diels-Alder reaction, retro Diels-Alder reaction, and oxa 6π-electrocyclic ring opening in the reaction of 6-amino-4-(4-methoxyphenyl)-2H-pyran-2-ones with benzaldehydes
    Khatri, Adil I.
    Samant, Shriniwas D.
    RSC ADVANCES, 2015, 5 (03): : 2009 - 2012
  • [38] Saturated heterocycles .249. Synthesis and mild retro Diels-Alder decomposition of 1,4-methanopyrrolo- 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones
    Fulop, F
    Palko, M
    Bernath, G
    Sohar, P
    SYNTHETIC COMMUNICATIONS, 1997, 27 (02) : 195 - 203
  • [39] Unusual tandem sequence of oxa Diels-Alder reaction, retro Diels-Alder reaction, and oxa 6π-electrocyclic ring opening in the reaction of 6-amino-4-(4-methoxyphenyl)-2H-pyran-2-ones with benzaldehydes
    Department of Chemistry, Institute of Chemical Technology, N. M. Parekh Road, Matunga
    400019, India
    RSC Adv., 3 (2009-2012):
  • [40] DIELS-ALDER REACTION OF 6-METHYLISOINDOLO[2,1-A]QUINAZOLONE-5 WITH N-PHENYLMALEINIMIDE
    KOVTUNENKO, VA
    VOITENKO, ZV
    TYLTIN, AK
    BABICHEV, FS
    DOPOVIDI AKADEMII NAUK UKRAINSKOI RSR SERIYA B-GEOLOGICHNI KHIMICHNI TA BIOLOGICHNI NAUKI, 1986, (03): : 32 - 35
12345