Rh(iii)-Catalyzed C–H allylation/annulative Markovnikov addition with 5-methylene-1, 3-dioxan-2-one: formation of isoquinolinones containing a C3 quaternary centre. Issue 24 (13th October 2021)

• Record Type: Journal Article
• Authors: Zhang, Yuanfei; Li, Xinghua; Bai, Jintong; Huang, Zhaoyu; Yin, Minhai; Sheng, Jiarong; Song, Ying
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 24(2021)
• Page Start: 6863
• Page End: 6868
• Publication Date: 2021-10-13
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01232k
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Rh(iii )-Catalyzed C–H allylation/annulative Markovnikov addition reaction was disclosed, offering isoquinolinones containing a C3 quaternary centre. By using this method as the key step, the US28 inverse agonist analogs were synthesized. Abstract : The Rh(iii )-catalyzed synthesis of isoquinolinones containing a C3 quaternary centre via a tandem C–H allylation/annulative Markovinkov addition reaction has been achieved. This method employing a single Rh(iii ) complex as the catalyst tolerated various functional groups, and was applicable to late-stage diversification of N -methoxyamides derived from steroids and adapalene. By applying the protocol as the key step, US28 inverse agonist analogs were conveniently synthesized.