Authors Shelp, RA; Ciro, A; Pu, YG; Merchant, RR; Hughes, JME; Walsh, PJ in ROYAL SOC CHEMISTRY published article about in [Shelp, Russell A.; Ciro, Anthony; Pu, Youge; Walsh, Patrick J.] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA; [Merchant, Rohan R.] Merck & Co Inc, Dept Discovery Chem, San Francisco, CA 94080 USA; [Hughes, Jonathan M. E.] Merck & Co Inc, Dept Proc Res & Dev, Rahway, NJ 07065 USA in 2021, Cited 41. SDS of cas: 91-00-9. The Name is Diphenylmethanamine. Through research, I have a further understanding and discovery of 91-00-9
We report a 3-component reaction between N-benzyl ketimines, [1.1.1]propellane, and pinacol boronates to generate benzylamine bicyclo[1.1.1]pentane (BCP) pinacol boronates. These structures are analogous to highly sought diarylmethanamine cores, which are common motifs in bioactive molecules. We demonstrate the versatility of the boronate ester handle via downstream functionalization through a variety of reactions, including a challenging Pd-catalyzed (hetero)arylation that exhibits a broad substrate scope. Together, these methods enable the synthesis of high-value BCP benzylamines which are inaccessible by existing methods. Furthermore, we demonstrate the successful application of these newly developed (hetero)arylation conditions to a variety of challenging tertiary pinacol boronates, including nitrogen-containing heterocycles, 1,1-disubstituted cyclopropanes, and other BCP cores.
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Reference:
Amide – Wikipedia,
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