Regioselective ortho C–H insertion of N-nitrosoanilines with naphthoquinone carbenes

Abstract

A Rh(III)-catalyzed ortho C–H migratory insertion of N-nitrosoanilines with naphthoquinonecarbenes had been developed. The products were obtained with good yields under mild reaction conditions. The diverse elaborations of the products...

Expeditious Synthesis of Spiroindoline Derivatives via Tandem C(sp2)–H and C(sp3)–H Bond Functionalization of N-Methyl-N-nitrosoanilines

“…In recent years, significant advances in overcoming this challenge have been made by seeking the assistance of directing groups (DGs) to guarantee proximity-driven regioselectivity and chelation-facilitated reactivity. In this regard, the nitroso group in N -nitrosoanilines has emerged as an outstanding DG for CHA reactions since it can not only be conveniently introduced and uninstalled but also readily coordinates with TM catalysts to assist the cleavage of the proximal C­(sp 2 )–H bonds. , In this regard, Zhu et al developed an effective method for the preparation of functionalized indole derivatives by using N -methyl- N -nitrosoaniline as a C2N1 synthon to undergo formal [3+2] annulation with α-diazo-β-keto compounds (Scheme a)…”