29817-35-4Relevant articles and documents
Evidence of an nN(amide) → π*ArInteraction in N-Alkyl- N, N′-diacylhydrazines
Deka, Jugal Kishore Rai,Sahariah, Biswajit,Sakpal, Sushil S.,Bar, Arun Kumar,Bagchi, Sayan,Sarma, Bani Kanta
supporting information, p. 7003 - 7007 (2021/05/26)
1,2-Dibenzoyl-1-tert-butylhydrazine (RH-5849) and related N-alkyl-N,N′-diacylhydrazines are environmentally benign insect growth regulators. Herein, we show that an unusual nN(amide) → π*Ar interaction mediated by a hydrazide amide nitrogen atom plays a crucial role in stabilizing their biologically active trans-cis (t-c) rotameric conformations. We provide NMR and IR spectroscopic evidence for the presence of these interactions, which is also supported by X-ray crystallographic and computational studies.
A Four-Component Reaction for the Synthesis of Dioxadiazaborocines
Flagstad, Thomas,Petersen, Mette T.,Nielsen, Thomas E.
supporting information, p. 8395 - 8397 (2015/11/27)
A four-component reaction for the synthesis of heterocyclic boronates is reported. Readily available hydrazides, α-hydroxy aldehydes, and two orthogonally reactive boronic acids are combined in a single step to give structurally distinct bicyclic boronates, termed dioxadiazaborocines (DODA borocines). In this remarkable process, one boronic acid reacts as a carbon nucleophile and the other as a boron electrophile to provide enantio- and diastereomerically pure heterocyclic boronates with multiple stereocenters in high yields.