Rh(<scp>iii</scp>)-catalyzed [3 + 2] spiroannulation of 2,3-dihydro-1,4-benzoxazines with 4-hydroxy-2-alkynoates through<i>ortho</i>-C–H bond functionalization-Reference-Cited by-同舟云学术

Rh(iii)-catalyzed [3 + 2] spiroannulation of 2,3-dihydro-1,4-benzoxazines with 4-hydroxy-2-alkynoates throughortho-C–H bond functionalization

Published:2023 Issue:30 Volume:21 Page:6169-6173
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Nagesh Kommu¹²,Manda Jagadish¹²,Sridhar B.³^ORCID,Subba Reddy B. V.¹²^ORCID

Affiliation:

1. Fluoro-Agrochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, India

2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India

3. Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, India

Abstract

A [3 + 2]-spiroannulation of 2-aryl-1,4-benzoxazines with 4-hydroxy-2-alkynoates has been developed for the synthesis of highly rigid spirolactones through a cascade ofortho-C–H annulation followed by lactonization.

Funder

Council of Scientific and Industrial Research, India

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB00786C

Reference45 articles.

1. Rhenium-Catalyzed Formation of Indene Frameworks via C−H Bond Activation: [3+2] Annulation of Aromatic Aldimines and Acetylenes

2. Rhenium- and Aniline-Catalyzed One-Pot Annulation of Aromatic Ketones and α,β-Unsaturated Esters Initiated by CH Bond Activation

3. Rhenium-Catalyzed Diastereoselective Synthesis of Aminoindanes via the Insertion of Allenes into a C−H Bond

4. syn-Selective Rhodium(I)-Catalyzed Allylations of Ketimines Proceeding through a Directed CH Activation/Allene Addition Sequence

5. Enantioselective [3 + 2] annulation via C–H activation between cyclic N-acyl ketimines and 1,3-dienes catalyzed by iridium/chiral diene complexes

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1. Pd(II)-catalyzed [5+2] rollover annulation and lactonization of 1-benzylpyrazoles with 4-hydroxy-2-alkynoates;Tetrahedron;2024-08

2. Rh(iii)-catalyzed sequential spiroannulation/lactonization of 3-aryl N-sulfonyl ketimines with 4-hydroxy-2-alkynoates by C–H bond activation;New Journal of Chemistry;2024