Photoredox‐Catalyzed Decarboxylation of Oxetane‐2‐Carboxylic Acids Initiated by Oxidation of DIPEA DOI
Elvis C. McFee, Katie A. Rykaczewski, Corinna S. Schindler

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

Abstract Oxetanes are valuable motifs in medicinal chemistry applications, with demonstrated potential to serve as bioisosteres for an array of functional groups. Through the visible‐light‐mediated photoredox hydrodecarboxylation 2‐aryl oxetane 2‐carboxylic acids this work enables access products a [2+2]‐photocycloaddition between alkenes and aryl aldehydes without challenges associated traditional UV‐light‐mediated Paternò‐Büchi reaction. Investigation into mechanism reveals substrate‐dependent modes initiation under conditions reported herein. Divergence diastereomeric outcome is observed, mechanistic probes elucidating key hydrogen‐bonding steric interactions.

Language: Английский

Structurally Divergent Synthesis of Azetidines, 5,6‐Dihydro‐1,3‐oxazines and 2,3‐Dihydro‐1,4‐oxazines through Palladium‐Catalyzed Tandem Allylic Substitution Reaction DOI

Ru‐Fang Meng,

Yu‐Juan Kong,

Xiaoyan Wu

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(22), P. 2773 - 2778

Published: July 16, 2024

Comprehensive Summary A regiodivergent synthesis of azetidines, 5,6‐dihydro‐1,3‐oxazines and 2,3‐dihydro‐1,4‐oxazines has been achieved through palladium‐catalyzed tandem allylic substitution reaction. This protocol provides a variety heterocycles in satisfactory yields with good to excellent regioselectivities under mild reaction conditions.

Language: Английский

Citations

0

Going Green: Sustainable Alternatives in Organic Synthesis DOI
Christopher B. Kelly, Jordan S. Compton, Marian C. Bryan

et al.

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

Citations

0

Four-membered ring systems DOI
Ramón M. Sánchez, Josefa Anaya

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 59 - 87

Published: Jan. 1, 2024

Citations

0

Photoredox‐Catalyzed Decarboxylation of Oxetane‐2‐Carboxylic Acids Initiated by Oxidation of DIPEA DOI
Elvis C. McFee, Katie A. Rykaczewski, Corinna S. Schindler

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

Abstract Oxetanes are valuable motifs in medicinal chemistry applications, with demonstrated potential to serve as bioisosteres for an array of functional groups. Through the visible‐light‐mediated photoredox hydrodecarboxylation 2‐aryl oxetane 2‐carboxylic acids this work enables access products a [2+2]‐photocycloaddition between alkenes and aryl aldehydes without challenges associated traditional UV‐light‐mediated Paternò‐Büchi reaction. Investigation into mechanism reveals substrate‐dependent modes initiation under conditions reported herein. Divergence diastereomeric outcome is observed, mechanistic probes elucidating key hydrogen‐bonding steric interactions.

Language: Английский

Citations

0

Photoredox‐Catalyzed Decarboxylation of Oxetane‐2‐Carboxylic Acids Initiated by Oxidation of DIPEA DOI
Elvis C. McFee, Katie A. Rykaczewski, Corinna S. Schindler

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

Abstract Oxetanes are valuable motifs in medicinal chemistry applications, with demonstrated potential to serve as bioisosteres for an array of functional groups. Through the visible‐light‐mediated photoredox hydrodecarboxylation 2‐aryl oxetane 2‐carboxylic acids this work enables access products a [2+2]‐photocycloaddition between alkenes and aryl aldehydes without challenges associated traditional UV‐light‐mediated Paternò‐Büchi reaction. Investigation into mechanism reveals substrate‐dependent modes initiation under conditions reported herein. Divergence diastereomeric outcome is observed, mechanistic probes elucidating key hydrogen‐bonding steric interactions.

Language: Английский

Citations

0