73771-06-9

Usage

InChI:InChI=1/C17H15NO3/c1-12(11-13-7-3-2-4-8-13)21-18-16(19)14-9-5-6-10-15(14)17(18)20/h2-10,12H,11H2,1H3

Upstream product

• 136918-14-4 phthalimide 
• 698-87-3 3-phenyl-2-propanol 
• 524-38-9 N-hydroxyphthalimide 

Downstream Products

• 94115-37-4 O-<β-Methyl-phenaethyl>-hydroxylamin 
• 852554-14-4 N-(2-hydroxy-3-phenylpropyl)-4-methylbenzenesulfonamide 
• 27356-87-2 ethyl 2-phenethylpropenoate 
• 13571-18-1 O-(1-phenylpropan-2-yl)hydroxylamine hydrochloride 

Relevant academic research and scientific papers

A New Dioxazolone for the Synthesis of 1,2-Aminoalcohols via Iridium(III)-Catalyzed C(sp3)?H Amidation

Vicinal aminoalcohols are widespread structural motifs in bioactive molecules. We report the development of a new dioxazolone reagent containing a p-nitrophenyldifluoromethyl group, which 1. displays a good safety profile; 2. shows a remarkably high react

Iridium-Catalyzed β-Alkynylation of Aliphatic Oximes as Masked Carbonyl Compounds and Alcohols

An Ir-catalyzed C(sp3)?H alkynylation of aliphatic ketones, aldehydes, and alcohols was achieved by using the corresponding oxime derivatives and a IrIII catalyst. This general reaction is selective towards primary C(sp3)?H bonds and can be used for the late-stage C?H alkynylation of complex molecules.

Regio-Divergent C—H Alkynylation with Janus Directing Strategy via Ir(III) Catalysis

Directing strategy has been extensively exploited to maintain activity and selectivity for the rapid access to functionalized molecules and pharmaceutical targets. However, ‘one-to-one’ activation model was usually achieved through traditional directing strategy. Herein, we achieved ‘one-to-two’ activation model by slight modification of simple and practical ketoxime and amide functionality. With judicious choice of directing groups, Csp3—H and Csp2—H bond alkynylation reaction, and more significantly, dehydrogenative Csp3—H alkynylation, were realized, enabling the regio-divergent late-stage modifications of pharmaceuticals.

Selective C(sp3)?H and C(sp2)?H Fluorination of Alcohols Using Practical Auxiliaries

Selective introduction of fluorine into molecules by the cleavage of inert C?H bonds is of central academic and synthetic interest, yet remains challenging. Given the central role of alcohols in organic chemistry as the most ubiquitous building blocks, a

Rhodium(iii)-catalyzed directed amidation of unactivated C(sp3)-H bonds to afford 1,2-amino alcohol derivatives

A rhodium-catalyzed directed C(sp3)-H amidation to afford 1,2-amino alcohol oxime derivatives has been developed with good yields and a broad substrate scope. In previous methods for this type of reaction, 1-arylethan-1-ol oxime analogues were

Palladium-catalyzed intermolecular amination of unactivated C(sp3)-H bonds via a cleavable directing group

Palladium-catalyzed intermolecular amination of unactivated C(sp3)-H bonds was developed. Using NFSI as both the amino source and the oxidant, this protocol operates under mild conditions with excellent terminal selectivity and a broad substrate scope. Moreover, the directing group can be easily removed to produce 1,2-amino alcohols.

Donor–Acceptor Complex Enables Alkoxyl Radical Generation for Metal-Free C(sp3)–C(sp3) Cleavage and Allylation/Alkenylation

The alkoxyl radical is an essential and prevalent reactive intermediate for chemical and biological studies. Here we report the first donor–acceptor complex-enabled alkoxyl radical generation under metal-free reaction conditions induced by visible light. Hantzsch ester forms the key donor–acceptor complex with N-alkoxyl derivatives, which is elucidated by a series of spectrometry and mechanistic experiments. Selective C(sp3)-C(sp3) bond cleavage and allylation/alkenylation is demonstrated for the first time using this photocatalyst-free approach with linear primary, secondary, and tertiary alkoxyl radicals.

Auxiliary-Assisted Palladium-Catalyzed Direct C(sp3)-H Sulfonamidation to Afford 1,2-Amino Alcohol Derivatives

An auxiliary-assisted Pd-catalyzed C(sp3)-H sulfonamidation approach using NFSI as both nitrogen source and oxidant to afford 1,2-amino alcohol derivatives is described in this paper. This method is novel and attractive because of its high yiel

Synthesis of 1,2-amino alcohols via catalytic C-H amidation of sp3 methyl C-H bonds

Herein a new synthetic route to 1,2-amino alcohols is presented by using C-H amidation of sp3 methyl C-H bonds as a key step. Readily available alcohols were employed as starting materials after converting them to removable ketoxime chelating g