Acetylene as a C2 bridge for modular 1,4-dicarbonyl synthesis
5 affiliations
- 1Engineering
- 2Zhejiang Sci-Tech University
- 3Zhejiang Provincial Innovation Center of Advanced Textile Technology
- 4Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering
- 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 -