A Publication
of Reliable Methods
for the Preparation
of Organic Compounds
Annual Volume
Volume 99 (2022)
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Discussion Addendum for: Preparation of Diisopropylammonium Bis(catecholato)cyclohexylsilicate
Christopher B. Kelly, John A. Milligan and Matthieu Jouffroy
Org. Synth. 2022, 99, 342
DOI: 10.15227/orgsyn.099.0342
Original Article: Org. Synth. 2017, 94, 16

Reaction scheme
Stereoselective Synthesis of Dimethyl 4(S)-Allyl-N-Boc-L-glutamate and Related Congeners
Akash Mishra and Stephen Hanessian
Org. Synth. 2022, 99, 326
DOI: 10.15227/orgsyn.099.0326
Checked by: Qin Han Teo and Pauline Chiu

Reaction scheme
Synthesis of Carboxylic Acids from Benzamide Precursors Using Nickel Catalysis
Ana S. Bulger, Dominick C. Witkowski, and Neil K. Garg
Org. Synth. 2022, 99, 305
DOI: 10.15227/orgsyn.099.0305
Checked by: Cyrus K. Chan, Yu Chen, and Pauline Chiu

Reaction scheme
Large Scale Oxidative Cyclization of (E)-Hex-3-en-1-yl(4-Methoxyphenyl)sulfamate
Anand H. Shinde and Shyam Sathyamoorthi
Org. Synth. 2022, 99, 286
DOI: 10.15227/orgsyn.099.0286
Checked by: P. Sorrentino and Neil Garg

Reaction scheme
Discussion Addendum for: Synthesis of N-Boc-N-Hydroxymethyl-L-phenylalaninal and Methyl trans-Oxazolidine-5-carboxylate, Chiral Synthons for threo-β-Amino-α-hydroxy Acids
Youngran Seo, Jae Won Yoo, Dongwon Yoo, Yoonjae Lee, and Young Gyu Kim
Org. Synth. 2022, 99, 274
DOI: 10.15227/orgsyn.099.0274
Original Article: Org. Synth. 2017, 94, 358

Reaction scheme
Preparation of 9-Azabicyclo[3.3.1]nonane-N-oxyl (ABNO)
Zhiguo J. Song, Guoyue Zhou, Honglin Ye, Ryan Cohen, and Lushi Tan
Org. Synth. 2022, 99, 251
DOI: 10.15227/orgsyn.099.0251
Checked by: Vasudevan Natarajan, Nathaniel D. Kaetzel, Rohit Mahar, Gopal Sirasani, and Chris Senanayake

Reaction scheme
Discussion Addendum for: Detrifluoroacetylative Diazo Group Transfer: (E)-1-Diazo-4-phenyl-3-buten-2-one
Nathan H. Faialaga and Rick L. Danheiser
Org. Synth. 2022, 99, 234
DOI: 10.15227/orgsyn.099.0234
Original Article: Org. Synth. 1996, 73, 134

Reaction scheme
Discussion Addendum for: Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate
Daniel C. Salgueiro, Lauren E. Ehehalt, Keywan A. Johnson, and Daniel J. Weix
Org. Synth. 2022, 99, 215
DOI: 10.15227/orgsyn.099.0215
Original Article: Org. Synth. 2013, 90, 200

Reaction scheme
Synthesis of (((1R,3S,3'S)-3,3'-Diethyl-3H,3'H-1,1'-spirobi[isobenzofuran]-7,7'-diyl)bis(oxy))bis(diphenylphosphane)
Siyuan Sun, Zachary Fejedelem, Solomon Song, and Pavel Nagorny
Org. Synth. 2022, 99, 190
DOI: 10.15227/orgsyn.099.0190
Checked by: Renee Sifri and Kevin Campos

Reaction scheme
Synthesis of Triphenylene via the Palladium-Catalyzed Annulation of Benzyne
Katie A. Spence, Milauni M. Mehta, and Neil K. Garg
Org. Synth. 2022, 99, 174
DOI: 10.15227/orgsyn.099.0174
Checked by: Hridaynath Bhattacharjee and Cathleen Crudden

Reaction scheme
Synthesis of Phenanthridinones via the Palladium-Catalyzed Annulation of Benzyne
Dominick C. Witkowski, Luca McDermott, and Neil K. Garg
Org. Synth. 2022, 99, 159
DOI: 10.15227/orgsyn.099.0159
Checked by: Russell D. Cink and Seble Wagaw

Reaction scheme
Organocatalytic Dimerization of Succinaldehyde
Steven H. Bennett and Varinder K. Aggarwal
Org. Synth. 2022, 99, 139
DOI: 10.15227/orgsyn.099.0139
Checked by: Tufan K. Mukhopadhyay and Dirk Trauner

Reaction scheme
Chelsea R. Wilson, Evan F. W. Chen, Austia O. Puckett, and Fraser Hof
Org. Synth. 2022, 99, 125
DOI: 10.15227/orgsyn.099.0125
Checked by: Marc Poirier and Kevin Campos

Reaction scheme
Discussion Addendum for: Preparation of 1,1-Difluoroallenes by Difluorovinylidenation of Carbonyl Compounds
Kohei Fuchibe and Junji Ichikawa
Org. Synth. 2022, 99, 113
DOI: 10.15227/orgsyn.099.0113
Original Article: Org. Synth. 2016, 93, 352

Reaction scheme
Preparation of MIDA Anhydride and Reaction with Boronic Acids
Peng-Jui Chen, Aidan M. Kelly, Daniel J. Blair, and Martin D. Burke
Org. Synth. 2022, 99, 92
DOI: 10.15227/orgsyn.099.0092
Checked by: Jack Hayward Cooke and Richmond Sarpong

Reaction scheme
Preparation of a Donor-Acceptor Stenhouse Adduct (DASA): 5-((2Z,4E)-5-(Diethylamino)-2-hydroxypenta-2,4-dien-1-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
Friedrich Stricker, Julie Peterson, and Javier Read de Alaniz
Org. Synth. 2022, 99, 79
DOI: 10.15227/orgsyn.099.0079
Checked by: Feng Peng and Kevin Campos

Reaction scheme
Discussion Addendum for: Asymmetric Michael Reaction of Aldehydes and Nitroalkenes
Yujiro Hayashi
Org. Synth. 2022, 99, 68
DOI: 10.15227/orgsyn.099.0068
Original Article: Org. Synth. 2017, 94, 252

Reaction scheme
A Convenient Method for the Removal of Tetrabutylammonium Salts from Desilylation Reactions
Luca McDermott, Dominick C. Witkowski, and Neil K. Garg
Org. Synth. 2022, 99, 53
DOI: 10.15227/orgsyn.099.0053
Checked by: Philipp Spieß, Daniel Kaiser and Nuno Maulide

Reaction scheme
Transition-Metal-Free Synthesis of an Aryl Boronate Ester through Base-Mediated Boryl Substitution of an Aryl Halide with a Silylborane
Ryosuke Shishido1a and Hajime Ito
Org. Synth. 2022, 99, 39
DOI: 10.15227/orgsyn.099.0039
Checked by: Praveen Kumar Gajula, Gopal Sirasani and Chris Senanayake

Reaction scheme
Preparation of N-Formylamides by Oxidative Cleavage of N-Acylaminoacids
Nick Kilenyi
Org. Synth. 2022, 99, 29
DOI: 10.15227/orgsyn.099.0029
Checked by: Miran Lemmerer, Manuel Schupp, and Nuno Maulide

Reaction scheme
Synthesis of Alkylboronic Esters from Alkyl Iodides
Qianyi Liu, Hao Liang, Shangyong Zhou, Lei Zhang, Jianxin Yang, Yunxing Yin, Yang Yang, Di Qiu and Fanyang Mo
Org. Synth. 2022, 99, 15
DOI: 10.15227/orgsyn.099.0015
Checked by: Jordan Thompson and Sarah Reisman

Reaction scheme
Synthesis of [(R)-DTBM-SEGPHOS]NiCl2 for the Enantioselective Acetal Formation from N-Propanoyl-1,3-Thiazinane-2-thione and Trimethyl Orthoformate
Stuart C. D. Kennington, Pedro Romea, and Fèlix Urpí
Org. Synth. 2022, 99, 1
DOI: 10.15227/orgsyn.099.0001
Checked by: Zhaobin Han and Kuiling Ding

Reaction scheme

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Board of Editors
All procedures and characterization data in OrgSyn are peer-reviewed and checked for reproducibility in the laboratory of a member of the Board of Editors