Hypervalent Iodine(III)-Mediated Oxidative Cyclization of Exo-Cyclic Ene-Carbamate to Tetrahydroisoquinoline-Oxazol-2(3H)-one Derivatives.

IF 3.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemistry - An Asian Journal Pub Date : 2025-02-24 DOI:10.1002/asia.202401754

Suphaporn Limjirawatthana, Poonsakdi Ploypradith, Somsak Ruchirawat, Chatphorn Theppitak, Winai Ieawsuwan

引用次数: 0

Abstract

The new development of a transition-metal-free method for the synthesis of THIQ-oxazol-2(3H)-one motif from exo-cyclic ene-carbamates by using hypervalent iodine as an oxidant is reported. Various functional groups substituted on the aryl rings of the ene-carbamate substrates as well as the N- and S-heterocyclic substrates afforded the corresponding THIQ-oxazol-2(3H)-one products in up to 91 % yield. Moreover, the synthetic utility was highlighted for the synthesis of phthalide-THIQ natural product, (±)-corlumine.

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Chemistry - An Asian Journal 化学-化学综合

CiteScore

7.00

自引率

2.40%

发文量

535

审稿时长

1.3 months

期刊介绍： Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).