Xiao Shen, Yunxiao Zhang, Gang Zhou

Radical Brook Rearrangement (eBook, PDF)

• Format: PDF

Produktbeschreibung

In-depth monograph presenting innovative radical methodologies in the Brook rearrangement and their utility in organic synthesis

Radical Brook Rearrangement chronicles the evolution of radical Brook rearrangements, synthesizes recent advances in the field, and outlines future research directions. The book focuses on three key reactive intermediates - a-siloxy radicals, siloxycarbenes, and silenes - providing detailed analyses of their generation methods, substrate scope, mechanistic insights, and synthetic applications, along with practical experimental protocols.

Readers will find insights on alkoxy radical generation, photocatalytic systems, and the selection of radical/carbene acceptors. This book deliberately focuses on radical processes, excluding anionic pathways.

Written by a team of highly qualified researchers in the field, Radical Brook Rearrangement includes information on:

• Generation of siloxycarbenes for metal siloxycarbene reaction, with information on aminooxycarbene reactions
• Generation of siloxycarbenes for nucleophilic addition reaction, covering aldehydes and ketones as electrophiles and other electrophilic reagents
• Generation of a-siloxy silyl radicals with (TMS)3SiOH, covering photoredox reactions and metallaphotoredox reactions with (TMS)3SiNHAd
• Generation of a-siloxy radicals with a-silyl alcohol, covering metal-free, metal-catalyzed, photocatalyzed, and electrophotocatalyzed reactions

Containing cutting-edge research discoveries on the subject, Radical Brook Rearrangement is an essential reference for chemists across specializations, materials scientists, and professionals in the pharmaceutical industry.

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Produktdetails

• Verlag: Wiley-VCH GmbH
• Seitenzahl: 338
• Erscheinungstermin: 23. Dezember 2025
• Englisch
• ISBN-13: 9783527850235
• Artikelnr.: 76246903

Autorenporträt

Xiao Shen is Professor at the Institute for Advanced Studies, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, State Key Laboratory of Metabolism and Regulation in Complex Organisms, Wuhan University, China. He is the winner of 2025 RSC Fluorine Prize. He serves on the Advisory Board of Chem Catalysis, the Early-Career Advisory Board of Organic Chemistry Frontiers, and is an Early-Career Editorial Board Member for Chinese Chemical Letters and the Chinese Journal of Organic Chemistry.

Yunxiao Zhang is a postdoctoral fellow of The Institute for Advanced Studies at Wuhan University, China.

Gang Zhou is a postdoctoral fellow of The Institute for Advanced Studies at Wuhan University, China.

Inhaltsangabe

Chapter 1 Introduction
Chapter 2 Generation of a-siloxy radicals with a-silyl alcohol through radical Brook rearrangement
2.1 Metal free reactions
2.2 Metal-catalyzed reactions
2.3 Photocatalyzed reactions
2.4 Electrophotocatalyzed reactions
2.4 Other reactions

Chapter 3 Generation of a-siloxy radicals with acylsilane through radical Brook rearrangement
3.1 Radical initiation
3.2 Metal-catalyzed reactions
3.3 Photocatalyzed reactions
3.4 Other reactions

Chapter 4 Generation of a-siloxy silyl radicals with (TMS)3SiOH through radical Brook rearrangement
4.1 Metallaphotoredox reactions
4.2 Photoredox reactions
4.3 Metallaphotoredox reaction with (TMS)3SiNHAd

Chapter 5 Generation of siloxycarbenes for nucleophilic addition reaction
5.1 Aldehydes or ketones as electrophiles
5.2 Other electrophilic reagents

Chapter 6 Generation of siloxycarbenes for insertion reaction
6.1 Carbene insertion reactions into O?H bonds
6.2 Carbene insertion reactions into N?H bonds
6.3 Carbene insertion reactions into other X?H bonds
6.4 Carbene insertion reactions into B?C bonds
6.5 Carbene insertion reactions into C?H bonds

Chapter 7 Generation of siloxycarbenes for cycloaddition reaction
7.1 [2+1] cycloaddition with alkynes
7.2 [2+1] cycloaddition with alkenes
7.3 [4+1] cycloaddition with dienes and a,ß-unsaturated ketones
7.4 [2+2] Cycloaddition Reaction of a-Ketoacylsilanes with Imines
7.5 other cyclization reaction

Chapter 8 Generation of siloxycarbenes for metal siloxycarbene reaction
8.1 Metal siloxycarbene reactions
8.2 Aminooxycarbene Reactions
Chapter 9 Generation of silenes through radical Brook rearrangement
9.1 Insertion reactions
9.2 [2+2] Cycloaddition reactions
9.3 [4+2] Cycloaddition reactions
9.4 Other reactions

Chapter 10 Reference