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Synlett
DOI: 10.1055/a-2446-3207
DOI: 10.1055/a-2446-3207
synpacts
Gold-Catalyzed Cope Rearrangements
Generous financial support by the Council of Scientific and Industrial Research (CSIR), New Delhi (File No. 02/0472/23/EMR-II) is gratefully acknowledged. We also would like to thank Science and Engineering Research Board (SERB), New Delhi (CRG/2022/000195, SCP/2022/000063, and JCB/2022/000052) for providing funds to work on related projects. B. P. thanks IISER Bhopal for fellowship.
Abstract
Over decades, Cope rearrangements have attracted significant research interest in the field of synthetic organic chemistry relying on their ability to undergo stereoselective structural reorganization. Despite substantial progress, the development of this field remained confined to the use of parent 1,5-hexadienes. Against the backdrop of classical Cope reaction, we report the utilization of unconventional 1,6-heptadienes to develop the arylative Cope rearrangement by harnessing the interplay between the π-activation and cross-coupling reactivity mode of gold complexes. Several mechanistic investigations such as 31P NMR study, HRMS analysis, cross-over experiment, control experiments were performed to support the proposed cyclization-induced [3,3]-rearrangement mechanism in arylative Cope reaction.
1 Gold-Catalyzed Cope Rearrangements
2 Gold-Catalyzed Arylative Cope Rearrangement
3 Conclusion
Publication History
Received: 09 August 2024
Accepted after revision: 21 October 2024
Accepted Manuscript online:
21 October 2024
Article published online:
06 November 2024
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Selected reports:
See also: