DDQ 介导的直接分子内脱氢偶联（IDC）：麦角生物碱四环核心的快速方法。
DDQ-mediated direct intramolecular-dehydrogenative-coupling (IDC): expeditious approach to the tetracyclic core of ergot alkaloids.
机构信息
Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, MP - 462 023, India.
出版信息
Org Lett. 2013 May 17;15(10):2426-9. doi: 10.1021/ol400899e. Epub 2013 Apr 29.
An efficient route to 2-oxindoles bearing an all-carbon quaternary center at the pseudobenzylic position has been developed via a DDQ-mediated Intramolecular-Dehydrogenative-Coupling (IDC). The methodology involves a one-pot C-alkylation of β-N-arylamido esters (7) concomitant with dehydrogenative-coupling in the presence of stoichiometric amount of DDQ. A tentative mechanistic route has been proposed for the oxidative coupling. The methodology provides a two-step entry to the ergoline structure of ergot alkaloids.
一种通过 DDQ 介导的分子内脱氢偶联（IDC）在伪苄位处构建含有全碳季碳原子的 2-氧吲哚的有效途径已经被开发出来。该方法涉及在化学计量的 DDQ 存在下，β-N-芳酰胺酯（7）的一锅 C-烷基化与脱氢偶联同时进行。对于氧化偶联，提出了一种推测的机理途径。该方法为麦角生物碱的麦角灵结构提供了两步入口。
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