Borylation via iridium catalysed C-H activation: a new concise route to duocarmycin derivatives

被引：0

作者：

Cominetti, Marco M. D. ^{[1
]}

Goddard, Zoe R. ^{[1
]}

Hood, Bethany R. ^{[1
]}

Beekman, Andrew M. ^{[1
]}

O'Connell, Maria A. ^{[1
]}

Searcey, Mark ^{[1
]}

机构：

[1] Univ East Anglia, Sch Pharm, Norwich Res Pk, Norwich NR4 7TJ, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 27期

基金：

英国生物技术与生命科学研究理事会; 英国工程与自然科学研究理事会;

关键词：

2-SUBSTITUTED INDOLES; CYTOSTATIC CC-1065; BORONIC ACIDS; PRODRUGS; ANALOGS; SUBJECT; DESIGN;

D O I：

10.1039/d4ob00814f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the ethyl ester analogue of the ultrapotent antitumour antibiotic seco-duocarmycin SA has been achieved in eleven linear steps from commercially available starting materials. The DSA alkylation subunit can be made in ten linear steps from the same precursor. The route involves C-H activation at the equivalent of the C7 position on indole leading to a borylated intermediate 9 that is stable enough for peptide coupling reactions but can be easily converted to the free hydroxyl analogue.

引用

页码：5603 / 5607

页数：5

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