Nitrogen-containing π-excessive aromatic heterocycles, in particular, carbazole, indolocarbazole, benzocarbazole, and carboline are considered to be the fundamental backbone of organic chemistry for many decades due to their omnipresence in natural...
Indoles are one of the most prominent aromatic heterocycles in the organic chemistry space. Due to their widespread presence in various natural products, alkaloids, drugs, approved medicines, etc. synthesis and...
Benzoperylenocarbazole (BPC), a unique carbazole-based
organophotocatalyst,
is reported herein as a potent organo-photoreductant. Lower excited
state oxidation potential (−2.0 V vs SCE) and reasonable excited
state lifetime (4.61 ns) render BPC an effective photosensitizer.
Under irradiation of blue light employing low catalyst loading (0.5
mol %), a plethora of vicinal diols and diamines were synthesized
in excellent yields through reductive coupling of carbonyls and imines,
respectively. Insight about the electronic structure of BPC was obtained
by DFT calculations.
A Brønsted acid-catalyzed pinacol-type rearrangement
pathway
is reported here to synthesize various substituted α-(3-indolyl)
ketones by employing unprotected indoles and α-hydroxy aldehydes
as coupling partners. Utilization of economic and readily available
Brønsted acid catalyst and use of simple starting precursors
exemplify the economic viability of this method. Under this developed
protocol, selective migration of aryl over alkyl or a second aryl
group is observed depending upon the migratory aptitude of the substituents.
Applicability of this method was further demonstrated by synthesizing
highly substituted carbazoles through a simple extension of this method
to one-pot cascade annulation strategy.
A Brønsted acid catalyzed cascade benzannulation strategy for the one-pot synthesis of densely populated poly-aryl benzo[a]carbazole architectures is disclosed from easily affordable fundamental commodities. The efficacy of this technique was...
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.