418795-13-8Relevant academic research and scientific papers
Synthesis of meta-(Indol-3-yl)phenols from Indoles and Cyclohexenone via Palladium(II)-Catalyzed Oxidative Heck Reaction and Dehydrogenative Aromatization in a One-Step Sequence
Son, Seung Hwan,Shin, Jeong-Won,Won, Hyuck-Jae,Yoo, Hyung-Seok,Cho, Yang Yil,Kim, Soo Lim,Jang, Yoon Hu,Park, Boyoung Y.,Kim, Nam-Jung
supporting information, p. 7467 - 7471 (2021/10/02)
Facile construction of a meta-(indol-3-yl)phenol framework with a wide substrate scope (a total of 25 compounds) via a palladium(II)-catalyzed oxidative Heck reaction and dehydrogenative aromatization in a one-step sequence is reported. This methodology affords a novel route for the privileged structures that are challenging to access via a direct link between indole and phenol, in a highly efficient and atom-economical manner.
Cu(II)-catalyzed sulfonylation of 7-azaindoles using DABSO as SO2-Source and its mechanistic study
Urvashi,Dar, Mohammad Ovais,Bharatam, Prasad V.,Das, Parthasarathi,Kukreti, Shrikant,Tandon, Vibha
, (2020/06/23)
DABSO mediated sulfonylation of iodinated 7-azaindoles was achieved for the first time through sulfonylative Suzuki-Miyaura cross coupling (SMC) reaction under mild conditions giving good yields of sulfonylated 7-azaindole derivatives. Interestingly, control experiments suggest that present method involves in-situ generation of ArSO2 free radical followed by the key steps of SMC reaction. Scope of the reaction was explored with both electronically different and bulky group carrying boronic acids as coupling partner. The sulfonylation is scalable and occurred selectively at iodo group, irrespective of its position on azaindole. Moreover, the proposed mechanism has been supported by electron paramagnetic resonance (EPR) and density functional theory (DFT) calculations.
Intramolecular Oxidative Arylations in 7-Azaindoles and Pyrroles: Revamping the Synthesis of Fused N-Heterocycle Tethered Fluorenes
Laha, Joydev K.,Bhimpuria, Rohan A.,Hunjan, Mandeep Kaur
supporting information, p. 2044 - 2050 (2017/02/18)
We revealed intramolecular oxidative arylations in 7-azaindoles and pyrroles that, for the first time, provided direct access to 7-azaindole- or pyrrole-fused isoindolines and tetrahydroisoquinolines. In addition, N-benzylation of 7-azaindoles or pyrroles with sterically hindered sec-benzyl alcohols by Mitsunobu reaction followed by intramolecular oxidative arylation allowed access to chiral congeners of fused isoindolines that have little precedence. A new opportunity in the design and synthesis of fluorene-based organic emitters is demonstrated in the preparation of novel fused N-heterocycle tethered fluorenes, including a chiral fluorene architecture.
Synthesis and cytotoxicity studies of achiral azaindole-substituted titanocenes
Mendez, Luis Miguel Menendez,Deally, Anthony,O'Shea, Donal F.,Tacke, Matthias
experimental part, p. 148 - 157 (2011/10/08)
From the reaction of 1-methyl-1 H-pyr-rolo[2,3-b]pyridine (1a),1-(methoxymethyl)-1 H-pyrrolo[2,3-b]pyridine (1b), 1-isopropyl-1 H-pyrrolo[2,3-b]pyridine (1c), and 1-(4-methoxybenzyl)-1 H-pyrrolo[2,3-b] pyridine (1d) under Vilsmeier-Haak conditions, the co
