Synthesis of Podophyllotoxin and its Derivatives via NiCl2/NaBH4 Reduction of Isoxazoline Ring

被引：4

作者：

Babu, Meduri Suresh ^{[1
]}

Rai, Kuria Madhavu Lokanatha ^{[1
]}

机构：

[1] Univ Mysore, Dept Studies Chem, Mysore 570006, Karnataka, India

来源：

ASIAN JOURNAL OF CHEMISTRY | 2013年 / 25卷 / 17期

关键词：

Nickel chloride; Isoxazoline; Podophyllotoxin; Manganese acetate; DIELS-ALDER REACTION; GAMMA-LACTONES; 1,3-DIPOLAR CYCLOADDITIONS; NITRILE OXIDES; LIGNANS; ROUTE; ANNULATION; OXIDATION; ACETATE; SERIES;

D O I：

10.14233/ajchem.2013.15073

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel synthesis of podophyllotoxin was carried out in four steps. The key step was reduction of isoxazoline ring followed by diazotization and the resultant alkene was treated with Mn(OAc)(3)/CH3COOK to form podophyllotoxin.

引用

页码：9555 / 9557

页数：3

共 50 条

[41] Synthesis of Indenopyridine Derivatives via MgI2-Promoted [2+4] Cycloaddition Reaction of In-situ Generated 2-Styrylmalonate from Donor-Acceptor Cyclopropanes and Chalconimines [J].

Verma, Kamal ;

Banerjee, Prabal .

ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (19) :3687-3692

[42] An efficient synthesis of 2H-chromen-3-y1 derivatives via CuI/(NH4)2HPO4 catalyzed reaction of O-propargyl salicylaldehydes with active methylene compounds [J].

Kumari, Kumkum ;

Raghuvanshi, Dushyant Singh ;

Singh, Krishna Nand .

TETRAHEDRON, 2013, 69 (01) :82-88

[43] Synthesis of oxazole and furan derivatives via Rh2(OAc)4-catalyzed CX bond insertion of cyclic 2-diazo-1,3-diketones with nitriles and arylacetylenes [J].

Fan, Chenli ;

He, Xinwei ;

Zuo, Yin ;

Shang, Yongjia .

SYNTHETIC COMMUNICATIONS, 2018, 48 (21) :2782-2792

[44] Synthesis and characterization of glucosulfonic acid supported on Fe3O4 nanoparticles as a novel and magnetically recoverable nanocatalyst and its application in the synthesis of polyhydroquinoline and 2,3-dihydroquinazolin-4(1H)-one derivatives [J].

Hajjami, Maryam ;

Tahmasbi, Bahman .

RSC ADVANCES, 2015, 5 (73) :59194-59203

[45] Synthesis of 2,4,6-Tri-Substituted Pyridine Derivatives in Aqueous Medium via Hantzsch Multi-Component Reaction Catalyzed by Cerium (IV) Ammonium Nitrate [J].

Penta, Santhosh ;

Vedula, Rajeswar Rao .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (04) :859-862

[46] Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates [J].

Vorobyeva, Daria V. ;

Petropavlovskikh, Dmitry A. ;

Godovikov, Ivan A. ;

Dolgushin, Fedor M. ;

Osipov, Sergey N. .

MOLECULES, 2022, 27 (23)

[47] Stereo-, Regio-, and Chemoselective [3+2]-Cycloaddition of (2E,4E)-Ethyl 5-(Phenylsulfonyl)penta-2,4-dienoate with Various Azomethine Ylides, Nitrones, and Nitrile Oxides: Synthesis of Pyrrolidine, Isoxazolidine, and Isoxazoline Derivatives and a Computational Study [J].

Sankar, Ulaganathan ;

Kumar, Ch. Venkata Surya ;

Subramanian, V. ;

Balasubramanian, K. K. ;

Mahalakshimi, S. .

JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (06) :2340-2354

[48] 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde as a New Synthon for the Synthesis of Fused Ring Heterocycles via Intramolecular 1,3-Dipolar Cycloaddition Reactions [J].

Gaonkar, S. L. ;

Rai, K. M. Lokanatha .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (03) :543-546

[49] An efficient improved one-pot synthesis of thiazolo[2,3-c][1,2,4]triazol-5-yl)-2H-chromen-2-one derivatives via multi-component approach [J].

Penta, Santhosh ;

Vedula, Rajeswar Rao .

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2014, 53 (01) :115-119

[50] Synthesis of AgBiS2/gC3N4 and its application in the photocatalytic reduction of Pb(II) in the matrix of methyl orange, crystal violet, and methylene blue dyes [J].

Ajiboye, Timothy O. ;

Oyewo, Opeyemi A. ;

Marzouki, Riadh ;

Brahmia, Ameni ;

Onwudiwe, Damian C. .

CERAMICS INTERNATIONAL, 2023, 49 (04) :6149-6163

← 1 2 3 4 5 →