Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp3)-H and C(sp2)-H under Rhodium(III) Catalysis was written by Yu, Songjie;Tang, Guodong;Li, Yingzi;Zhou, Xukai;Lan, Yu;Li, Xingwei. And the article was included in Angewandte Chemie, International Edition in 2016.Reference of 644-98-4 This article mentions the following:
Previous direct C-H nitrogenation suffered from simple amidation/amination with limited atom-economy and is mostly limited to C(sp2)-H substrates. In this work, anthranil was designed as a novel bifunctional aminating reagent for both C(sp2)-H and C(sp3)-H bonds under rhodium(III) catalysis, thus affording a nucleophilic aniline tethered to an electrophilic carbonyl, e. g., I. A tridendate rhodium(III) complex has been isolated as the resting state of the catalyst, and DFT studies established the intermediacy of a nitrene species. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Reference of 644-98-4).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 644-98-4