Skip to content
DraconiticResearch
Search Sources API
203,234 studies31 sourcesUpdated 1 h ago
PreprintCC BYChemRxiv

Dramatic acceleration by silica gel under highly concentrated conditions: Aromatic halogenation and nitroaldol (Henry) reactions

  1. 1School of Life Dentistry at Niigata
  2. 2Nippon Dental University

Abstract

Dramatic acceleration of aromatic halogenation and nitroaldol (Henry) reactions was achieved by the addition of silica gel under highly concentrated conditions. Bromination, chlorination, and iodination of various aromatic substrates were examined in the presence of silica gel under highly concentrated conditions, and significant acceleration was observed for many substrates compared with conventional conditions. The combination of silica gel and highly concentrated conditions also markedly accelerated nitroaldol (Henry) reactions of aliphatic and aromatic aldehydes. Silica gel could be recovered and reused in both halogenation and nitroaldol reactions without significant loss of activity. These results demonstrate a simple, efficient, and more sustainable protocol for promoting important organic transformations.

Related

  1. Silica‐Supported Mononuclear Methyl‐Platinum Complexes Stabilized by Trimethylphosphine—Synthesis, Structure, and Reactions Under Reducing Conditions
    Lea S. Kopietz, Sven Schaefer, Oksana Storcheva +4
    Chemistry (Weinheim an Der Bergstrasse, Germany)Peer-reviewedCC BY 4.0Full textOrganic chemistryPMC
  2. Condition-Controlled Divergent Reactivity of Nitroaldol Isatin Adducts with Phenols: Friedel–Crafts Alkylation, Skeletal Rearrangement, and Spirocyclic Oxime Formation
    Nikolai A. Arutiunov, Daria A. Shtal, Kirill V. Tolstov +6
    International Journal of Molecular SciencesPeer-reviewedCC BY 4.0Organic chemistryCrossref
  3. Aliphatic Diazonium Chemistry through Hydroquinone-Based Nitrate Reduction for Deaminative Halogenation and Nitrate Ester Formation.
    Tim Schulte, Marco Fattalini, Ahmet Altun +2
    Journal of the American Chemical SocietyPeer-reviewedCC BYFull textOrganic chemistryEurope PMCPMC
  4. Oxazolines as Exo-Directing Groups Enable the C(sp2)–H Activation/Halogenation of Phenylalaninol Derivatives
    Edis Crnovrsanin, Friedrich Jurk, Maria Hergert +1
    Organic LettersPeer-reviewedCC BY 4.0Full textOrganic chemistryPMC
  5. Thioiminium Salt Catalyzed Chemoselective Late Stage Halogenation Using N-Halosuccinimides
    Debasis Sahoo, Upasi Goswami, Haren Konwar +3
    ChemRxivPreprintCC BYFull textOrganic chemistryChemRxiv
BibTeX
@misc{tanemura2026dramatic,
  title = {{Dramatic acceleration by silica gel under highly concentrated conditions: Aromatic halogenation and nitroaldol (Henry) reactions}},
  author = {Kiyoshi Tanemura},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15008289/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008289/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Dramatic acceleration by silica gel under highly concentrated conditions: Aromatic halogenation and nitroaldol (Henry) reactions
AU  - Kiyoshi Tanemura
PY  - 2026
DA  - 2026/09/04
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15008289/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008289/v1
AB  - Dramatic acceleration of aromatic halogenation and nitroaldol (Henry) reactions was achieved by the addition of silica gel under highly concentrated conditions. Bromination, chlorination, and iodination of various aromatic substrates were examined in the presence of silica gel under highly concentrated conditions, and significant acceleration was observed for many substrates compared with conventional conditions. The combination of silica gel and highly concentrated conditions also markedly accelerated nitroaldol (Henry) reactions of aliphatic and aromatic aldehydes. Silica gel could be recovered and reused in both halogenation and nitroaldol reactions without significant loss of activity. These results demonstrate a simple, efficient, and more sustainable protocol for promoting important organic transformations.
ER  -