Tyler J Potter1, Yuantao Li2, Michael D Ward2, Jonathan A Ellman1. 1. Department of Chemistry, Yale University, New Haven, Connecticut 06520, United States. 2. Department of Chemistry and Molecular Design Institute, New York University, 100 Washington Square East, Room 1001, New York City, NY 10009, United States.
Abstract
The Rh(III)-catalyzed synthesis of 4-substituted isoquinolones and 2-pyridones by the annulation of N-methoxyamides and nitroalkenes has been developed. Both aliphatic and aromatic nitroalkenes were effective inputs. Annulations also proceeded for aromatic, alkenyl, and heteroaromatic C-H bond starting materials. Moreover, benzoic acid provided a novel nitrodihydroisocoumarin. The structure and relative stereochemistry of this compound, which is an oil at room temperature, was determined unambiguously by single crystal X-ray diffraction of its inclusion complex with a hydrogen-bonded host framework.
The Rh(III)-catalyzed synthesis of n class="Chemical">4-substituted isoquinolones and 2-pyridones by the annulation of N-methoxyamides and nitroalkenes has been developed. Both aliphatic and aromatic nitroalkenes were effective inputs. Annulations also proceeded for aromatic, alkenyl, and heteroaromatic C-H bond starting materials. Moreover, benzoic acid provided a novel nitrodihydroisocoumarin. The structure and relative stereochemistry of this compound, which is an oil at room temperature, was determined unambiguously by single crystal X-ray diffraction of its inclusion complex with a hydrogen-bonded host framework.
Authors: Nicole D Bartolo; Krystyna M Demkiw; Jacquelyne A Read; Elizabeth M Valentín; Yingying Yang; Alexandra M Dillon; Chunhua T Hu; Michael D Ward; K A Woerpel Journal: J Org Chem Date: 2022-02-15 Impact factor: 4.198
Authors: Yuantao Li; Sishuang Tang; Anna Yusov; James Rose; André Nyberg Borrfors; Chunhua T Hu; Michael D Ward Journal: Nat Commun Date: 2019-10-02 Impact factor: 14.919