One-pot oxidative hydrolysis-oxidative cleavage of 7-borylindoles enables access to o-amidophenols and 4-acylbenzoxazoles

Kirsty Anderson; Andrew S. Eastabrook; Jonathan Sperry

doi:10.1039/c9cc09807k

One-pot oxidative hydrolysis-oxidative cleavage of 7-borylindoles enables access to o-amidophenols and 4-acylbenzoxazoles

Chemical Communications ◽

10.1039/c9cc09807k ◽

2020 ◽

Vol 56 (24) ◽

pp. 3559-3562

Author(s):

Kirsty Anderson ◽

Andrew S. Eastabrook ◽

Jonathan Sperry

Keyword(s):

Oxidative Cleavage ◽

One Pot ◽

Cleavage Process

7-Borylindoles undergo a one-pot oxidative hydrolysis-oxidative cleavage process to give o-amidophenols, that in turn undergo facile cyclisation to give 4-acylbenzoxazoles.

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ChemInform Abstract: One-Pot Oxidative Cleavage of Olefins to Synthesize Carboxylic Acids by a Telescoped Ozonolysis-Oxidation Process.

ChemInform ◽

10.1002/chin.201624076 ◽

2016 ◽

Vol 47 (24) ◽

Author(s):

Brian M. Cochran

Keyword(s):

Carboxylic Acids ◽

Oxidation Process ◽

Oxidative Cleavage ◽

One Pot

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ChemInform Abstract: Nitroxyl Radical/PhI(OAc)2: One-Pot Oxidative Cleavage of Vicinal Diols to (Di)carboxylic Acids.

ChemInform ◽

10.1002/chin.201312041 ◽

2013 ◽

Vol 44 (12) ◽

pp. no-no

Author(s):

Masatoshi Shibuya ◽

Takuro Shibuta ◽

Hayato Fukuda ◽

Yoshiharu Iwabuchi

Keyword(s):

Carboxylic Acids ◽

Nitroxyl Radical ◽

Oxidative Cleavage ◽

One Pot ◽

Vicinal Diols

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ChemInform Abstract: Iodine-Mediated Domino Oxidative Cyclization: One-Pot Synthesis of 1,3,4-Oxadiazoles via Oxidative Cleavage of C(sp2)-H or C(sp)-H Bond.

ChemInform ◽

10.1002/chin.201651150 ◽

2016 ◽

Vol 47 (51) ◽

Author(s):

Yuxing Fan ◽

Yongqin He ◽

Xingxing Liu ◽

Ting Hu ◽

Haojie Ma ◽

...

Keyword(s):

Oxidative Cleavage ◽

Oxidative Cyclization ◽

One Pot ◽

One Pot Synthesis

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A General Procedure for a One-Pot Oxidative Cleavage/Wittig Reaction of Glycols.

ChemInform ◽

10.1002/chin.200235038 ◽

2010 ◽

Vol 33 (35) ◽

pp. 38-38

Author(s):

Norma K. Dunlap ◽

Wosenu Mergo ◽

James M. Jones ◽

Jesse D. Carrick

Keyword(s):

Wittig Reaction ◽

General Procedure ◽

Oxidative Cleavage ◽

One Pot

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ChemInform Abstract: One-Pot Two-Step Oxidative Cleavage of 1,2-Arylalkenes to Aryl Ketones Instead of Arylaldehydes in an Aqueous Medium: A Complementary Approach to Ozonolysis.

ChemInform ◽

10.1002/chin.201109072 ◽

2011 ◽

Vol 42 (9) ◽

pp. no-no

Author(s):

Naina Sharma ◽

Abhishek Sharma ◽

Rakesh Kumar ◽

Amit Shard ◽

Arun K. Sinha

Keyword(s):

Aqueous Medium ◽

Oxidative Cleavage ◽

One Pot ◽

Complementary Approach ◽

Aryl Ketones

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One-Pot Two-Step Oxidative Cleavage of 1,2-Arylalkenes to Aryl Ketones Instead of Arylaldehydes in an Aqueous Medium: A Complementary Approach to Ozonolysis

European Journal of Organic Chemistry ◽

10.1002/ejoc.201000672 ◽

2010 ◽

Vol 2010 (31) ◽

pp. 6025-6032 ◽

Cited By ~ 11

Author(s):

Naina Sharma ◽

Abhishek Sharma ◽

Rakesh Kumar ◽

Amit Shard ◽

Arun K. Sinha

Keyword(s):

Aqueous Medium ◽

Oxidative Cleavage ◽

One Pot ◽

Complementary Approach ◽

Aryl Ketones

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A new tandem synthesis of bis(β,β′-dialkoxy carbonyl) compounds by oxidative cleavage of aziridines under metal-free conditions

Organic & Biomolecular Chemistry ◽

10.1039/c9ob02451d ◽

2020 ◽

Vol 18 (3) ◽

pp. 551-556 ◽

Cited By ~ 2

Author(s):

Satyajit Samanta ◽

Sougata Santra ◽

Rana Chatterjee ◽

Adinath Majee

Keyword(s):

Carbonyl Compounds ◽

Oxidative Cleavage ◽

One Pot ◽

Metal Free ◽

One Pot Synthesis ◽

Carbonyl Derivatives ◽

Tandem Synthesis

One-pot synthesis of bis(β,β′-dialkoxy carbonyl) derivatives has been reported by the oxidative cleavage of aziridines.

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One pot oxidative cleavage of cyclohexene to adipic acid using silver tungstate nano-rods in a Brønsted acidic ionic liquid

RSC Advances ◽

10.1039/c5ra02339d ◽

2015 ◽

Vol 5 (40) ◽

pp. 31298-31302 ◽

Cited By ~ 38

Author(s):

Majid Vafaeezadeh ◽

Mohammad Mahmoodi Hashemi

Keyword(s):

Ionic Liquid ◽

Adipic Acid ◽

Oxidative Cleavage ◽

One Pot ◽

Acidic Ionic Liquid ◽

Catalytic Application ◽

Brønsted Acidic Ionic Liquid ◽

Nano Rods ◽

Silver Tungstate

The first catalytic application of silver tungstate is disclosed for the synthesis of adipic acid from the oxidative cleavage of cyclohexene.

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New cofactors and inhibitors for a DNA-cleaving DNAzyme: superoxide anion and hydrogen peroxide mediated an oxidative cleavage process

Scientific Reports ◽

10.1038/s41598-017-00329-y ◽

2017 ◽

Vol 7 (1) ◽

Cited By ~ 11

Author(s):

Yanhong Sun ◽

Rulong Ma ◽

Shijin Wang ◽

Guiying Li ◽

Yongjie Sheng ◽

...

Keyword(s):

Hydrogen Peroxide ◽

Superoxide Anion ◽

Oxidative Cleavage ◽

Dna Cleaving ◽

Cleavage Process

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Palladium-catalyzed oxidative CC bond cleavage with molecular oxygen: one-pot synthesis of quinazolinones from 2-amino benzamides and alkenes

Organic Chemistry Frontiers ◽

10.1039/c8qo00670a ◽

2018 ◽

Vol 5 (18) ◽

pp. 2734-2738 ◽

Cited By ~ 10

Author(s):

Wei Liu ◽

Ge Wu ◽

Wenxia Gao ◽

Jinchang Ding ◽

Xiaobo Huang ◽

...

Keyword(s):

Molecular Oxygen ◽

Functional Group ◽

Bond Cleavage ◽

Oxidative Cleavage ◽

One Pot ◽

One Pot Synthesis ◽

Terminal Alkenes ◽

Palladium Catalyzed ◽

Quinazolinone Derivatives

Palladium-catalyzed oxidative cleavage/cyclization has been disclosed for the concise synthesis of various quinazolinone derivatives from readily available 2-aminobenzamides and terminal alkenes with excellent functional group tolerance.

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