Palladium-Catalyzed Synthesis of 6H-Dibenzo[c,h]chromenes and 5,6-Dihydrobenzo[c]phenanthridines: Application to the Synthesis of Dibenzo[c,h]chromene-6-ones, Benzo[c]phenanthridines, and Arnottin I

被引：15

作者：

Pramanik, Subhendu ^{[1
]}

Jash, Moumita ^{[1
]}

Mondal, Debasmita ^{[1
]}

Chowdhury, Chinmay ^{[1
]}

机构：

[1] CSIR, Indian Inst Chem Biol, Organ & Med Chem Div, 4 Raja SC Mullick Rd, Kolkata 700032, India

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 22期

关键词：

Domino reaction; Palladium catalyst; 6H-Dibenzo[c; h]chromenes; 5,6-Dihydrobenzo[c]phenanthridines; Arnottin I; ANTI-TUMOR ANTIBIOTICS; STEREOSELECTIVE-SYNTHESIS; CHEMICAL-CONSTITUENTS; ANTITUMOR-ACTIVITY; CASCADE REACTIONS; G-QUADRUPLEX; DERIVATIVES; ACCESS; GILVOCARCINS; ALKALOIDS;

D O I：

10.1002/adsc.201900833

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

6H-Dibenzo[c,h]chromenes and 5,6-dihydrobenzo[c]phenanthridines have been synthesized via Palladium (II)-catalyzed domino reactions of acetylenic substrates involving intramolecular trans-oxo/amino palladation onto the triple bond followed by nucleophilic addition of the intermediate to a tethered cyano/aldehyde. The scope of this reaction was extended through one step conversion of some of the products to 6H-dibenzo[c,h]chromen-6-ones and benzo[c]phenanthridines. Utilization of this methodology led to a formal total synthesis of the natural product Arnottin I.

引用

页码：5223 / 5238

页数：16

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