Syntheses of N10‐substituted 7‐Arylpyrrolo[2,1‐c]‐[1,4]benzodiazepine‐5,11‐diones

Abstract

Pyrrolo[2,1‐c][1,4]benzodiazepine‐5,11‐dione and its 7‐bromo derivative were alkylated at the N10 atom applying various methods. The resulting products were subjected to Suzuki–Miyaura reactions using a catalyst system consisting of Pd(Cl)2(PPh3)2 and sodium tert‐butanolate in toluene. Results of an X‐ray single crystal analysis are presented.

Current Applications of Suzuki–Miyaura Coupling Reaction in The Total Synthesis of Natural Products: An update

“…As an example pyrrolobenzodiazepines 365 (PBDs) is one of these compounds . Pd(PPh 3 ) 4 ‐catalyzed SMCR of 366 with phenylboronic acid 367 in the presence of Na 2 CO 3 gave the the desired natural product 368 was in satisfactory yield (Scheme ) …”

“…[192] Pd(PPh 3 ) 4 -catalyzed SMCR of 366 with phenylboronic acid 367 in the presence of Na 2 CO 3 gave the the desired natural product 368 was in satisfactory yield (Scheme 61). [193] The welwitindolinone alkaloids 369 were initially isolated from the bluegreen algae (cyanobacteria) Hapalosiphon welwischii, Westiella intricata, Fischerella muscicola, and Fischerella major. [194] The biological activities of some of the welwitindolinones have been proven.…”

Design, Synthesis, and Characterization of 1, 3‐disubstituted‐1,4‐benzodiazepine Derivatives

“…Derivatives of benzodiazepines are widely used as anticonvulsant, antianxiety, analgesic, sedative, anti‐depressive, and hypnotic agents as well as anti‐inflammatory agents . In the last decade, the area of biological interest of 1,5 and 1,4‐benzodiazepines has been extended to several diseases such as cancer, viral infection, and cardiovascular disorders . In addition,1,4‐benzodiazepines are key intermediates for the synthesis of various fused ring systems such astriazolo‐, oxadiazolo‐, oxazino‐ or furanobenzodiazepines .…”

Synthesis of New 3‐(Furan‐2‐yl)‐Substituted Dibenzo‐Diazepin‐1‐one Derivatives

“…Some researchers are interested in the preparation methods of benzodiazepine derivatives, including the catalyst method , solid state reaction method , and microwave radiation method . Others focused on fusing benzodiazepines with other heterocyclic systems, such as pyrrolo‐, triazole‐, isoxazolo‐, pyrazolo‐, or oxazino‐benzodiazepines . They looked for strengthening or inducing new pharmacological activities for those benzodiazepines .…”