On the application of 3d metals for C–H activation toward bioactive compounds: The key step for the synthesis of silver bullets

• Renato L. Carvalho,
• Amanda S. de Miranda,
• Mateus P. Nunes,
• Roberto S. Gomes,
• Guilherme A. M. Jardim and
• Eufrânio N. da Silva Júnior

Beilstein J. Org. Chem. 2021, 17, 1849–1938, doi:10.3762/bjoc.17.126

New highlights of the syntheses of pyrrolo[1,2-a]quinoxalin-4-ones

• Emilian Georgescu,
• Alina Nicolescu,
• Florentina Georgescu,
• Florina Teodorescu,
• Daniela Marinescu,
• Ana-Maria Macsim and
• Calin Deleanu

Beilstein J. Org. Chem. 2014, 10, 2377–2387, doi:10.3762/bjoc.10.248

• . Keywords: 1,3-dipolar cycloadditions; multicomponent; one-pot three-component reactions; pyrrolo[1,2-a]benzimidazole; pyrrolo[1,2-a]quinoxalin-4-one; Introduction The pyrrolo[1,2-a]quinoxaline system has significant biological activities and is a subject fo constant interest. This skeleton is a

• constituent of several bioactive heterocyclic compounds that demonstrate interesting activity against Mycobacterium tuberculosis [1], anti-HIV [2], anticancer [3], and it modulates the estrogen receptor activity [4]. Synthetic methods towards pyrrolo[1,2-a]quinoxaline derivatives based on pyrroles [5], or

• quinoxalines [6] have been recently reviewed. Among other synthetic routes, the 1,3-dipolar cycloaddition of heterocyclic N-ylides with various activated alkynes or alkenes is an important method for constructing fused heterocyclic systems such as pyrrolo[1,2-a]quinoxaline and pyrrolo[1,2-a]benzimidazole [7][8

First synthesis of meso-substituted pyrrolo[1,2-a]quinoxalinoporphyrins

• Dileep Kumar Singh and
• Mahendra Nath

Beilstein J. Org. Chem. 2014, 10, 808–813, doi:10.3762/bjoc.10.76

• ][12][13], organic light emitting diodes [14][15], near infrared dyes [16][17][18], hybrid solar cells [19][20][21][22], and biosensors [23][24][25] due to their intense optical absorptions and photoluminescence characteristics. On the other hand, compounds containing a pyrrolo[1,2-a]quinoxaline

• of biologically important functional groups were also introduced on the periphery of meso-substituted porphyrins to develop efficient photosensitizers for photodynamic therapy applications [41][42][43]. However, the porphyrins with a pyrrolo[1,2-a]quinoxaline moiety at the meso-positions have not

• been synthesized and their photophysical properties have not been evaluated yet. By considering the biological and fluorescent properties of these two classes of heterocycles, we envisaged to combine both porphyrin and pyrrolo[1,2-a]quinoxaline units in a single molecular framework to generate novel

A one-pot catalyst-free synthesis of functionalized pyrrolo[1,2-a]quinoxaline derivatives from benzene-1,2-diamine, acetylenedicarboxylates and ethyl bromopyruvate

• Mohammad Piltan,
• Loghman Moradi,
• Golaleh Abasi and
• Seyed Amir Zarei

Beilstein J. Org. Chem. 2013, 9, 510–515, doi:10.3762/bjoc.9.55

• -diaminobenzene, dialkyl acetylenedicarboxylates, and ethyl bromopyruvate forms pyrrolo[1,2-a]quinoxaline derivatives in good yields. Ethylenediamine also reacts under similar conditions to produce new pyrrolo[1,2-a]pyrazine derivatives. Keywords: acetylenedicarboxylates; benzene-1,2-diamine; ethyl bromopyruvate

• ; pyrrolo[1,2-a]pyrazine; pyrrolo[1,2-a]quinoxaline; Introduction Among the various classes of heterocyclic compounds, quinoxalines, a class of N-containing heterocycles, form an important component of many pharmacologically active compounds [1][2][3][4]. For example, the quinoxaline ring is a constituent

• derivative, the pyrrolo[1,2-a]quinoxaline moiety, in particular, is a tricyclic compound having biological activity [14][15][16][17][18][19]. The syntheses of pyrrolo[1,2-a]quinoxaline derivatives have hitherto been reported by only a few researchers, and they normally required additional additives and long