154848-43-8Relevant articles and documents
Remote para-C-H Functionalization of Arenes by a D-Shaped Biphenyl Template-Based Assembly
Bag, Sukdev,Patra, Tuhin,Modak, Atanu,Deb, Arghya,Maity, Soham,Dutta, Uttam,Dey, Aniruddha,Kancherla, Rajesh,Maji, Arun,Hazra, Avijit,Bera, Milan,Maiti, Debabrata
, p. 11888 - 11891 (2015)
Site-selective C-H functionalization has emerged as an efficient tool in simplifying the synthesis of complex molecules. Most often, directing group (DG)-assisted metallacycle formation serves as an efficient strategy to ensure promising regioselectivity. A wide variety of ortho- and meta-C-H functionalizations stand as examples in this regard. Yet despite this significant progress, DG-assisted selective para-C-H functionalization in arenes has remained unexplored, mainly because it involves the formation of a geometrically constrained metallacyclic transition state. Here we report an easily recyclable, novel Si-containing biphenyl-based template that directs efficient functionalization of the distal p-C-H bond of toluene by forming a D-shaped assembly. This DG allows the required flexibility to support the formation of an oversized pre-transition state. By overcoming electronic and steric bias, para-olefination and acetoxylation were successfully performed while undermining o- and m-C-H activation. The applicability of this D-shaped biphenyl template-based strategy is demonstrated by synthesizing various complex molecules.
Identification of orally bioavailable, non-amidine inhibitors of Urokinase Plasminogen Activator (uPA)
West, Christopher W.,Adler, Marc,Arnaiz, Danny,Chen, Deborah,Chu, Kieu,Gualtieri, Giovanna,Ho, Elena,Huwe, Christoph,Light, David,Phillips, Gary,Pulk, Rebecca,Sukovich, Drew,Whitlow, Marc,Yuan, Shendong,Bryant, Judi
scheme or table, p. 5712 - 5715 (2010/04/05)
In this Letter we report the synthesis and evaluation of a series of non-amidine inhibitors of Urokinase Plasminogen Activator (uPA). Starting from compound 1, a significant change provided compounds in which the amidine, binding in the S1 pocket, was rep
Cyclohexylcarbamic acid 3′- or 4′-substituted biphenyl-3-yl esters as fatty acid amide hydrolase inhibitors: Synthesis, quantitative structure-activity relationships, and molecular modeling studies
Mor, Marco,Rivara, Silvia,Lodola, Alessio,Plazzi, Pier Vincenzo,Tarzia, Giorgio,Duranti, Andrea,Tontini, Andrea,Piersanti, Giovanni,Kathuria, Satish,Piomelli, Daniele
, p. 4998 - 5008 (2007/10/03)
Fatty acid amide hydrolase (FAAH) is a promising target for modulating endocannabinoid and fatty acid ethanolamide signaling, which may have important therapeutic potential. We recently described a new class of O-arylcarbamate inhibitors of FAAH, includin
