Sau Somratan, Mukherjee Kallol, Kondalarao Koneti, Gandon Vincent, Sahoo Akhila K
School of Chemistry, University of Hyderabad, Hyderabad, Telangana 500046, India.
Institut de Chimie Moléculaire et des Matériaux d'Orsay, CNRS UMR 8182, Université Paris-Saclay, 91405 Orsay, France.
Org Lett. 2023 Oct 27;25(42):7667-7672. doi: 10.1021/acs.orglett.3c02969. Epub 2023 Oct 16.
Developed herein is a chiral sulfoximine-enabled Ru(II)-catalyzed asymmetric C-H activation/functionalization involving intramolecular hydroarylation and functionalization/annulation of alkynes. This process constructs dihydrobenzofuran- or indoline-fused isoquinolinones having a tertiary or quaternary stereocenter with good yields and enantioselectivities (up to 97:3 enantiomeric ratio). The chiral sulfoxide precursor used in synthesizing the enantiopure sulfoximines is spontaneously eliminated during the reaction. It can be recovered without losing enantiopurity (∼99% enantiomeric excess) and reused.
本文开发了一种手性亚砜亚胺使能的Ru(II)催化不对称C-H活化/官能团化反应,该反应涉及分子内氢芳基化以及炔烃的官能团化/环化反应。此过程能够构建具有叔或季立体中心的二氢苯并呋喃或二氢吲哚稠合异喹啉酮,产率和对映选择性良好(对映体比例高达97:3)。用于合成对映体纯亚砜亚胺的手性亚砜前体在反应过程中会自发消除。它可以被回收且对映体纯度不会损失(对映体过量约99%)并可重复使用。