Gold-catalyzed cycloisomerization of pyridine-bridged 1,8-diynes: An expedient access to luminescent cycl[3.2.2]azines
Type
Article
KAUST Department
KAUST Catalysis Centre, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi ArabiaDate
2019-08-27Online Publication Date
2019-08-27Print Publication Date
2019-09-06Permanent link to this record
http://hdl.handle.net/10754/658626Metadata
Show full item recordAbstract
Gold-catalyzed diyne cycloisomerizations involving carbene/alkyne metathesis have been the focal point of attention for the past few years as it offers great potential to build complex polycyclic architectures. However, the design of novel cycloisomerizations has been mostly limited to 1,5/1,6-diynes and has remained very challenging to apply for higher 1,n-diynes. Herein, we disclose an unprecedented cycloisomerization of pyridine-bridged 1,8-diynes involving carbene/alkyne metathesis to access luminescent cycl[3.2.2]azines.Citation
Chintawar, C. C., Mane, M. V., Tathe, A. G., Biswas, S., & Patil, N. T. (2019). Gold-Catalyzed Cycloisomerization of Pyridine-Bridged 1,8-Diynes: An Expedient Access to Luminescent Cycl[3.2.2]azines. Organic Letters, 21(17), 7109–7113. doi:10.1021/acs.orglett.9b02677Sponsors
Generous financial support by the Council of Scientific and Industrial Research (CSIR), New Delhi [File No. 02(0336)/ 18/EMR-II] is gratefully acknowledged. We thank Dr. Apurba Lal Koner, IISER Bhopal, for helping us in the determination of photophysical properties of fluorophores. C.C.C. and S.B. thank UGC for the award of junior and senior research fellowships, respectively. A.G.T. thanks IISER Bhopal for a junior research fellowship.Publisher
American Chemical Society (ACS)Journal
Organic LettersAdditional Links
https://pubs.acs.org/doi/10.1021/acs.orglett.9b02677Relations
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