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PreprintCC BYChemRxiv

Acetylene as a C2 bridge for modular 1,4-dicarbonyl synthesis

5 affiliations
  1. 1Engineering
  2. 2Zhejiang Sci-Tech University
  3. 3Zhejiang Provincial Innovation Center of Advanced Textile Technology
  4. 4Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering
  5. 5South China University of Technology

Abstract

Acetylene is among the cheapest and most abundant C2 feedstocks, yet catalytic methods that exploit both of its π-bonds remain scarce, and its use in fine-chemical synthesis is 15 confined largely to mono-functionalization. Here we report the traceless bridging of aldehydes and formamides with a single acetylene molecule through a catalytic double hydroacylation, in which direct hydrogen-atom transfer generates acyl and carbamoyl radicals without decarbonylation or any sacrificial group. Coupling of two identical radicals assembles 1,4-diketones and 1,4-diamides in a single operation, whereas the sequential 20 delivery of two different radicals provides unsymmetrical 1,4-dicarbonyl products with good cross-selectivity. The transformation accommodates aromatic and aliphatic aldehydes and diverse formamides, proceeds under mild conditions with 100% atom economy, and requires

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BibTeX
@misc{li2026acetylene,
  title = {{Acetylene as a C2 bridge for modular 1,4-dicarbonyl synthesis}},
  author = {Jialin Li and Siwen Wang and Yaozu Zhu and Dong Zhu and Yiping Fan and Shifa Zhu},
  howpublished = {ChemRxiv},
  year = {2026},
  month = oct,
  doi = {10.26434/chemrxiv.15010342/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010342/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Acetylene as a C2 bridge for modular 1,4-dicarbonyl synthesis
AU  - Jialin Li
AU  - Siwen Wang
AU  - Yaozu Zhu
AU  - Dong Zhu
AU  - Yiping Fan
AU  - Shifa Zhu
PY  - 2026
DA  - 2026/10/13
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15010342/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010342/v1
AB  - Acetylene is among the cheapest and most abundant C2 feedstocks, yet catalytic methods that exploit both of its π-bonds remain scarce, and its use in fine-chemical synthesis is 15 confined largely to mono-functionalization. Here we report the traceless bridging of aldehydes and formamides with a single acetylene molecule through a catalytic double hydroacylation, in which direct hydrogen-atom transfer generates acyl and carbamoyl radicals without decarbonylation or any sacrificial group. Coupling of two identical radicals assembles 1,4-diketones and 1,4-diamides in a single operation, whereas the sequential 20 delivery of two different radicals provides unsymmetrical 1,4-dicarbonyl products with good cross-selectivity. The transformation accommodates aromatic and aliphatic aldehydes and diverse formamides, proceeds under mild conditions with 100% atom economy, and requires
ER  -