A strategy for one-pot synthesis of isoindoles is described via a catalytic multicomponent dehydrogenative annulation of diarylimines, vinyl ketones and simple amines. In the presence of a rhodium catalyst and Cu oxidant, four C-H and two N-H bonds are activated along with the formation of one new C-C and two new C-N bonds, leading to a series of isoindole derivatives in good to very high isolated yields.
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http://dx.doi.org/10.1039/d1cc03424c | DOI Listing |
Sci Bull (Beijing)
December 2024
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China. Electronic address:
Divergent synthesis of valuable molecules through common starting materials and metal catalysis represents a longstanding challenge and a significant research goal. We here describe chemodivergent, highly enantio- and regioselective nickel-catalyzed reductive and dehydrogenative coupling reactions of alkynes, aldehydes, and silanes. A single chiral Ni-based catalyst is leveraged to directly prepare three distinct enantioenriched products (silyl-protected trisubstituted chiral allylic alcohols, oxasilacyclopentenes, and silicon-stereogenic oxasilacyclopentenes) in a single chemical operation.
View Article and Find Full Text PDFChem Asian J
December 2024
Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur Botanic Garden, Howrah, 711103, India.
Herein, we describe a sustainable Co(II)-catalyzed synthesis of pyrroles and pyridines. Using a Co(II)-catalyst [Co (L)Cl] (1 a) bearing redox-active 2-(phenyldiazenyl)-1,10-phenanthroline) (L) scaffold, various substituted pyrroles and pyridines were synthesized in good yields, taking alcohol as one of the primary feedstock. Pyrroles were synthesized by the equimolar reaction of 2-amino and secondary alcohols.
View Article and Find Full Text PDFOrg Biomol Chem
October 2024
Department of Chemistry, Indian Institute of Technology, Roorkee 247667, India.
Herein, we present the first efficient and sustainable multicomponent synthesis (MCS) of 2-pyrazolines using acceptorless dehydrogenation of benzyl alcohols catalysed by nickel(II) catalysts. Two air-stable phosphine free nickel(II) complexes anchored by NNN-type pincer ligands were synthesized and efficiently used in the MCS of 40 distinct pyrazoline derivatives.
View Article and Find Full Text PDFNanoscale
October 2024
National & Local Joint Engineering Research Center for Applied Technology of Hybrid Nanomaterials, Henan University, Kaifeng 475004, China.
Oxidative dehydrogenation (ODH) of 1-butene with CO to 1,3-butadiene (BD) Fe-based catalysts is a promising strategy, and the mobility of lattice oxygen plays a key role in the catalytic reaction. However, the catalytic activity of Fe-based catalysts is limited by the poor lattice oxygen mobility. To improve the mobility of lattice oxygen and optimize the ODH reaction, a series of 3DOM Fe-based catalysts (FeVAlO, FeCrAlO, and FeVCrAlO) were prepared by PMMA template method.
View Article and Find Full Text PDFJ Org Chem
August 2024
Department of Chemistry and Chemical Biology, Indian Institute of Technology (Indian School of Mines), Dhanbad 826004, Jharkhand, India.
This study showcases successfully switchable approaches to accomplish the C3-aryl methylation and C3- amino methylation of privileged nitrogen-containing pharmaceutical compounds "imidazopyridines" with distinct amines, which surmounts the long-standing requirement for a superfluous directing group. These two transformations manifest pronounced regio- and chemo-divergent behavior, successfully demonstrating unprecedented multicomponent "abnormal Mannich and Mannich-type" reactions. The remarkable environmentally benign protocol has been efficiently extended to concise the synthesis and late-stage derivatization.
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