Desulfurative Functionalization of β-Acyl Allylic Sulfides with N-H Free Indoles Highly Regioselective at C3 and N1 Positions : Rapid Access to α-Branched Enones

A regiodivergent allylation of 1H-indoles highly selectively at the C3 and N1 positions with β-acyl allylic sulfides through desulfurative C-C/C-N bond-forming reactions has been developed under mild conditions. Notably, the remarkable site-selective switch can be achieved by a delicate choice of solvents and bases. This cost-efficient method displays a broad substrate scope, good functional compatibility, and excellent site-selectivity, thus offering a divergent synthesis of indole substituted α-branched enones, which possess diverse potential opportunities for further applications and derivatization.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:89

Enthalten in:

The Journal of organic chemistry - 89(2024), 7 vom: 05. Apr., Seite 5200-5206

Sprache:

Englisch

Beteiligte Personen:

Dang, Qin-Qin [VerfasserIn]
Liu, Xue-Ni [VerfasserIn]
Li, Hui [VerfasserIn]
Wen, Zhen-Kang [VerfasserIn]

Links:

Volltext

Themen:

Journal Article

Anmerkungen:

Date Revised 05.04.2024

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.joc.4c00205

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM369899989