Synthesis of isoxazolyl pyrrolo [3,4-d]-7,8-dihydropyrazoles by [3+2] cycloaddition of isoxazolyl maleimides with nitrileimines

被引：0

作者：

Rajanarendar, E ^{[1
]}

Ramu, K ^{[1
]}

Rao, EK ^{[1
]}

机构：

[1] Kakatiya Univ, Dept Chem, Warangal 506009, Andhra Pradesh, India

来源：

INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY | 2005年 / 15卷 / 01期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of nitrileimines generated in situ from the arylhydrazones in the presence of chloramine-T with isoxazolyl maleimide I results in isoxazolyl pyrrolo [3,4-d]-7,8dihydro pyrazoles 2. The structure of compounds (2a-g) were confirmed by elemental analysis, IR, PMR and mass spectral data. The dienophile 1, anthracene and anhyd AlCl3 in CH2Cl2 at room temp yielded Diels-Alder adduct i.e. 9,10-dihydro-anthracene9,10-endo-N-isoxazolyl maleimide 3.

引用

页码：23 / 26

页数：4

共 50 条

[41] Cascade Regioselective Heterocyclization of 2-Acyl-1,1,3,3-tetracyanopropenides: Synthesis of Pyrrolo[3,4-c]pyridine and Pyrrolo[3,4-d]thieno[2,3-b]pyridine Derivatives
Grigor'ev, Arthur A.
Karpov, Sergey V.
Kayukov, Yakov S.
Gracheva, Iuliia A.
Tafeenko, Victor A.
[J]. SYNLETT, 2017, 28 (13) : 1592 - 1595
[42] SYNTHESIS OF 2-SUBSTITUTED PYRAZOLO[3,4-D]PYRIMIDINES
QUINN, RJ
SCAMMELLS, PJ
KENNARD, CHL
SMITH, G
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1991, 44 (12) : 1795 - 1801
[43] Synthesis of 2',3'-anhydronucleosides of pyrazolo[3,4-d]pyrimidine as antiviral agents
Tripathi, RP
Mishra, A
Pratap, R
Bhakuni, DS
[J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (05): : 441 - 445
[44] Gold(I)-Catalyzed Diastereo- and Enantioselective Synthesis of Polysubstituted Pyrrolo[3,4-d][1,2]oxazines
Zhang, Mei
Di, Xiaoyu
Zhang, Mingrui
Zhang, Junliang
[J]. CHINESE JOURNAL OF CHEMISTRY, 2018, 36 (06) : 519 - 525
[45] NEW, CONVENIENT SYNTHESIS OF 2-ALKYL-PYRAZOLO[3,4-D]PYRIMIDINE AND 2-VINYL-PYRAZOLO[3,4-D]PYRIMIDINE DERIVATIVES
SENGA, K
KANAMORI, Y
KANAZAWA, H
NISHIGAKI, S
[J]. SYNTHESIS-STUTTGART, 1977, (03): : 176 - 177
[46] [3+2] cycloaddition reactions in the synthesis of triazolo[4,5-b]pyridin-5-ones and pyrrolo[3,4-b]pyridin-2-ones
Gao, Yongnian
Lam, Yulin
[J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2008, 10 (02): : 327 - 332
[47] X-RAY STRUCTURES OF 7-AMINOFURAZANO[3,4-D]PYRIMIDINE AND 7-AMINO-1,2,5-THIADIAZOLO[3,4-D]PYRIMIDINE
SHEFTER, E
EVANS, BE
TAYLOR, EC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (26) : 7281 - &
[48] COMPOUNDS IN PYRROLO[3,4-D]PYRIMIDINE SERIES - SYNTHESES BASED ON 2,3-DIOXOPYRROLIDINES
SOUTHWICK, PL
HOFMANN, GH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (05) : 1332 - &
[49] Synthesis of pyrrolo[3,4-d]isoxazolines via a one-pot radical functionalization/cycloaddition of methyl ketone, tert-butyl nitrite, and maleimide
Wang, Hang
Cheng, Rui
Wang, Gangqiang
Shi, Yang
Wang, Jian
Guo, Haibing
Trigoura, Leslie
Xing, Yalan
Sun, Shaofa
[J]. TETRAHEDRON LETTERS, 2020, 61 (12)
[50] Synthesis of novel pyrrolo[3,4-d]pyrazole-dicarboxylic acids and evaluation of their interaction with glutamate receptors
Conti, Paola
di Ventimiglia, Samuele Joppolo
Pinto, Andrea
Tamborini, Lucia
Menniti, Frank S.
Lazzaro, John T.
De Micheli, Carlo
[J]. CHEMISTRY & BIODIVERSITY, 2008, 5 (04) : 657 - 663

← 1 2 3 4 5 →