《Structure Ligation Relationship of Amino Acids for the Selective Indole C-H Arylation Reaction: L-Aspartic acid as Sustainable Alternative of Phosphine Ligands》 was written by Lokhande†, Shyam Kumar; Vaidya†, Gargi Nikhil; Satpute, Dinesh Parshuram; Venkatesh, Ashwini; Kumar, Sanjeev; Kumar, Dinesh. Name: 5-Bromobenzo[d][1,3]dioxole And the article was included in Advanced Synthesis & Catalysis in 2020. The article conveys some information:
The Structure Ligation Relationship (SLR) of free amino acids (AAs) under Pd-catalysis were examined for the chemo- and regioselective indole C-H arylation reactions. While the majority of AAs were minor or ineffective, the L-aspartic acid (L-Asp) stands out promising to deliver high-value C3-arylated indoles with excellent chemo- (C vs N) and regioselectivity (C3 vs C2) with high functional group tolerance. Thus, the protocol offers a cost-effective and sustainable alternative of phosphine-based ligands for the indole C3-H arylation reactions. Preliminary mechanistic investigations suggested the simultaneous involvement of -NH2, α-CO2H, and β-CO2H functionalities of L-Asp and found critical for its ligation efficiency. The developed catalytic system was compatible with the tandem decarboxylation/arylation procedure for the chemoselective synthesis of 3-aryl indoles. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Name: 5-Bromobenzo[d][1,3]dioxole)
Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Name: 5-Bromobenzo[d][1,3]dioxole
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary