A novel, microwave-assisted method for the synthesis of alicyclic-condensed 5H-1,4,6,7-tetrahydro-1,4-diazepin-5-ones

Brønsted acid-promoted synthesis of common heterocycles and related bio-active and functional molecules

“…Balázs et al described the synthesis of cycloalkane-fused and phenyl substituted 1,4-diazepin-5-ones 370, 373 and 376 by a process which involved oxidative cleavage of a terminal olen and 10 mol% p-TsOH-catalyzed microwave-assisted intramolecular condensation step (Scheme 120). 245 Functionalized dibenzo[c,f]thiazolo[3,2-a]azepines 381, a fused ring system of thiazole and azepines was successfully synthesized in a four-step protocol starting from readily available substituted N-allyl-N-benzylanilines 377. 246 Pictet-Spengler condensation of 4-(2-anilinophenyl)-7azaindole or deazapurine 382 with a-oxoesters in MeOH using HCl (4 N in dioxane) at 100 C for 30 min afforded the corresponding fused benzoazepine derivatives 383 in more than 90% yield (Scheme 122).…”

Comprehensive Survey of Chemical Libraries for Drug Discovery and Chemical Biology: 2008

“…Polymer-supported reagents/scavengers/linkers are presented in Tables (nonfluorous) and Table (fluorous). There are 505 libraries and 30 molecular probes extracted from 490 literature citations. − …”