Synthesis of Phenanthridines and Analogues via Suzuki Coupling and Condensation

被引：15

作者：

Dhara, Shubhendu ^{[1
]}

Ghosh, Munmun ^{[1
]}

Ray, Jayanta K. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

SYNLETT | 2013年 / 24卷 / 17期

关键词：

Suzuki coupling; palladium acetate; condensation; boronic acid; DERIVATIVES; FAGARONINE;

D O I：

10.1055/s-0033-1339793

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and short methodology has been developed towards the synthesis of highly substituted phenanthridines and their analogous benzo[k] and benzo[i] derivatives in a single step via Suzuki coupling and condensation between suitably substituted aromatic ortho-bromoaldehydes and ortho-aminobenzeneboronic acids in good to excellent yields.

引用

页码：2263 / 2265

页数：3

共 19 条

[1] Ethidium DNA agarose gel electrophoresis: How it started [J].

Borst, P .

IUBMB LIFE, 2005, 57 (11) :745-747

[2] CARCINOGENIC NITROGEN COMPOUNDS .21. NEW ALKYL HOMOLOGUES OF PHENANTHRIDINE, BENZACRIDINES, AND RELATED NUCLEI [J].

BUUHOI, NP ;

JACQUIGNON, P ;

LONG, CT .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (FEB) :505-509

[3] Palladium-Catalyzed Domino Direct Arylation/N-Arylation: Convenient Synthesis of Phenanthridines [J].

Candito, David A. ;

Lautens, Mark .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (36) :6713-6716

[4] A two-step synthesis of cytostatically active benzo[c]phenanthridine derivatives [J].

Clement, B ;

Weide, M ;

Wolschendorf, U ;

Kock, I .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (04) :635-638

[5]

Denny WA, 2002, CURR MED CHEM, V9, P1655

[6]

Ishikawa T, 2001, MED RES REV, V21, P61, DOI 10.1002/1098-1128(200101)21:1<61::AID-MED2>3.0.CO

[7]

2-F

[8] Nitroarylstannanes as synthons for the preparation of phenanthridine and benzo[i]phenanthridine derivatives [J].

Li, DJ ;

Zhao, BP ;

LaVoie, EJ .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (09) :2802-2805

[9] Synthesis of Phenanthridine Derivatives via Photolysis [J].

Linsenmeier, Anna M. ;

Williams, Craig M. ;

Braese, Stefan .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (21) :9127-9132

[10] Synthesis, biological activity and comparative analysis of DNA binding affinities and human DNA topoisomerase I inhibitory activities of novel 12-alkoxy-benzo[c]phenanthridinium salts [J].

Lynch, MA ;

Duval, O ;

Sukhanova, A ;

Devy, J ;

MacKay, SP ;

Waigh, RD ;

Nabiev, I .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (19) :2643-2646

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