2000
DOI: 10.1021/jo000946r
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A New Three-Carbon Synthon for Efficient Synthesis of Benzannelated and 1-(2-Arylethenyl) Heterocycles

Abstract: The novel three-carbon synthon 1-(1H-1,2, 3-benzotriazol-1-yl)-3-chloroacetone for the synthesis of benzothiazoles, pyrido[1,2-a]indoles, and styryl-substituted indolizines and imidazo[1,2-a]pyridines is reported. The proposed routes are a general and efficient approach for heterocyclizations followed by benzannelations or attachment of arylethenyl pharmacophores.

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Cited by 83 publications
(47 citation statements)
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“…These N-fused polycycles displayed a wide range of biological activities such as anticancer, antibacterial, antifungal, antiplasmodial, antineoplastic and DNA intercalators. [12][13][14][15][16] For instance, diverse compounds derived from 1,2,4-triazoles are well known as antibacterial, antifungal, antiviral, antiinflammatory, antihypertensive, and hypoglycemic agents. [17][18][19][20][21][22][23] They also show herbicidal and antimicrobial activities making them a popular target for new drug development.…”
Section: Introductionmentioning
confidence: 99%
“…These N-fused polycycles displayed a wide range of biological activities such as anticancer, antibacterial, antifungal, antiplasmodial, antineoplastic and DNA intercalators. [12][13][14][15][16] For instance, diverse compounds derived from 1,2,4-triazoles are well known as antibacterial, antifungal, antiviral, antiinflammatory, antihypertensive, and hypoglycemic agents. [17][18][19][20][21][22][23] They also show herbicidal and antimicrobial activities making them a popular target for new drug development.…”
Section: Introductionmentioning
confidence: 99%
“…In the past years, there has been substantial interest in the development and pharmacological activity of organic compounds possessing hetero aromatic moiety in its structure, such as benzimidazole [1,2]. Structurally, benzimidazole core contains two aromatic Nheterocycles that can bind to enzymes or receptors via hydrogen bonds coordinated with metal ions or hydrophobic interactions [3].…”
Section: Introductionmentioning
confidence: 99%
“…10,11 2-AminoBenzothiazoles as inimitable frames are presented a broad spectrum of pharmacological and biological properties. 12 Simplicity in electron transfer in the firefly luciferine cycle is reason of their different acts, 13 through antitumor, 14 and antidiabetic activity 15 to Alzheimer disease tracer, 16 and anticancer agent in pharmaceutical chemistry. 17 Also, benzothiazoles are commercially momentous as reactive dyes, 18 hair dyes, 19 agrochemical fungicides, acaricides, herbicides, insecticides, plant desiccants, and defolicants.…”
Section: Introductionmentioning
confidence: 99%