Benzannulation of Pyrroles to 4, 5‐Disubstituted Indoles through Brønsted‐Acid‐Promoted Rearrangement of tert‐Butyl Peroxides. Issue 11 (9th August 2017)

• Record Type: Journal Article
• Authors: Lu, Shenglin; Xu, Ran; Li, Zhiping
• Is Part Of: Asian journal of organic chemistry. Volume 6:Issue 11(2017)
• Page Start: 1604
• Page End: 1611
• Publication Date: 2017-08-09
• Subjects: benzannulation -- Brønsted acids -- indoles -- peroxides -- rearrangement; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201700353
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: Benzannulation of pyrrole to indole was achieved by using γ‐carbonyl tert ‐butyl peroxides as C4 building blocks. The reaction is initiated by Brønsted‐acid‐promoted rearrangement of the tert ‐butyl peroxide, followed by annulation with pyrrole leading to an indole skeleton bearing 4, 5‐disubstitutents. The salient features of this benzannulation approach include using readily available starting materials and mild reaction conditions. Abstract : Ringing the changes : Benzannulation of pyrroles to indoles is achieved by using γ‐carbonyl tert ‐butyl peroxides as C4 building blocks. The reaction is initiated by Brønsted‐acid‐promoted rearrangement of the tert ‐butyl peroxide, followed by annulation with a pyrrole leading to indole skeletons bearing 4, 5‐disubstituents.