1449115-30-3Relevant academic research and scientific papers
A one-pot "back-to-front" approach for the synthesis of benzene ring substituted indoles using allylboronic acids
Karan, Ganesh,Sahu, Samrat,Maji, Modhu Sudan
, p. 5274 - 5277 (2021/06/06)
Synthesis of only benzene ring functionalized indoles and poly-substituted carbazoles is reported via a one-pot triple cascade benzannulation protocol. Usage of differently substituted and readily accessible allylboronic acids as a 3-carbon annulating partner enables diverse aliphatic and aromatic substitution patterns, which is still a daunting task. This scalable synthetic protocol tolerates broad scope, thus enabling further downstream modifications. As an application, carbazole based natural products glycozoline and glycozolinol were synthesized. This journal is
Practical and Scalable Synthesis of Borylated Heterocycles Using Bench-Stable Precursors of Metal-Free Lewis Pair Catalysts
Jayaraman, Arumugam,Misal Castro, Luis C.,Fontaine, Frédéric-Georges
supporting information, p. 1489 - 1499 (2018/10/26)
A practical and scalable metal-free catalytic method for the borylation and borylative dearomatization of heteroarenes has been developed. This synthetic method uses inexpensive and conveniently synthesizable bench-stable precatalysts of the form 1-NHR2-2-BF3-C6H4, commercially and synthetically accessible heteroarenes as substrates, and pinacolborane as the borylation reagent. The preparation of several borylated heterocycles on 2 and 50 g scales was achieved under solvent-free conditions without the use of Schlenk techniques or a glovebox. A kilogram-scale borylation of one of the heteroarene substrates was also achieved using this cost-effective green methodology to exemplify the fact that our methodology can be conveniently implemented in fine chemical industries.
Catalyst-free Synthesis of 6-Hydroxy Indoles via the Condensation of Carboxymethyl Cyclohexadienones and Amines
Reddy, Reddy Rajasekhar,Adlak, Komalkant,Ghorai, Prasanta
, p. 8426 - 8437 (2017/08/23)
An efficient catalyst-free synthesis of 6-hydroxy indoles from carboxymethyl cyclohexadienones and primary amines has been developed. The aza-Michael addition of the in situ formed enamine, generated through the condensation of carboxymethyl unit of the s
Conversion of cyclic ketones to 2,3-fused pyrroles and substituted indoles
Alford, Joshua S.,Spangler, Jillian E.,Davies, Huw M.L.
, p. 11712 - 11715 (2013/09/02)
A highly effective synthesis of 2,3-fused pyrroles from cyclic ketones has been achieved. The transformation includes a rhodium-catalyzed reaction of 4-alkenyl-1-sulfonyl-1,2,3-triazoles featuring an unusual 4π electrocyclization. The methodology was furt
