166451-12-3Relevant academic research and scientific papers
Acceptorless dehydrogenative construction of CN and CC bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex
Biswas, Nandita,Das, Kalicharan,Sardar, Bitan,Srimani, DIpankar
, p. 6501 - 6512 (2019/05/24)
The construction of CN bonds was achieved by the dehydrogenative coupling of alcohol and azide via aza-Wittig type reaction. The reaction is catalyzed by an acridine-derived ruthenium pincer complex and does not use any oxidant. The present protocol offers a wide substrate scope, including aliphatic, aryl or heteroaryl alcohol/azides. This expeditious protocol was successfully applied to construct a CC bond directly from alcohol via dehydrogenative Wittig reaction. Furthermore, the synthesis of structurally important pyrrolo[1,4]benzodiazepine derivatives was also achieved by this methodology.
Intramolecular 1,3-dipolar cycloaddition as a route to triazolobenzodiazepines and pyrrolobenzodiazepines
Chambers, Christopher S.,Patel, Nilesh,Hemming, Karl
scheme or table, p. 4859 - 4861 (2010/10/02)
Intramolecular 1,3-dipolar cycloaddition between an alkyne and an azide leads to a series of 1,2,3-triazolo-fused 1,4-benzodiazepines, 1,2,5-benzothiadiazepines, pyrrolobenzodiazepines and pyrrolobenzothiadiazepines (eight examples). The products are priv
Synthesis of DNA-interactive pyrrolo[2,1-c][1,4]benzodiazepines by employing polymer-supported reagents: Preparation of DC-81
Kamal, Ahmed,Reddy, K. Laxma,Devaiah,Shankaraiah
, p. 2533 - 2536 (2007/10/03)
Polymer-supported reagents have been utilized for the generation of combinatorial library of substituted pyrrolo[2,1-c][1,4]benzodiazepine derivatives that provides a clean and efficient preparation and does not require conventional purification techniques like chromatography. This methodology involves intra molecular aza-Wittig reaction and has been extended for the synthesis of the natural product DC-81 in good overall yields.
The Synthesis of Functionalized Pyrrolo-[2,1-c][1,4]-Benzodiazepines
O'Neil, Ian A.,Murray, Clare L.,Hunter, Rachel C.,Kalindjian, S. Barret,Jenkins, Terry C.
, p. 75 - 78 (2007/10/03)
Two concise and high yielding routes to the antitumour antibiotic pyrrolo-[2,1-c][1,4]-benzodiazepine ring system are described. Thus, condensation of prolinol with 2-azidobenzoylchloride gives the tertiary amide (3). Oxidation to the aldehyde (4) followe
Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via an intramolecular aza-Wittig reaction. Synthesis of the antibiotic DC-81
Molina, Pedro,Diaz, Isidora,Tarraga, Alberto
, p. 5617 - 5630 (2007/10/02)
A new and efficient synthesis of the pyrrolo[2,1-c][1,4]benzodiazepine ring system has been carried out using, as a key step, an intramolecular aza-Wittig reaction of the appropriately substituted N-(2-azidobenzoyl)pyrrolidine-2-carboxaldehydes. The paren
