Journal article
Rhodium-catalyzed [2 + 2 + 2] cyclotrimerizations of yndiamides with alkynes
- Abstract:
- Yndiamides offer opportunities for the synthesis of vicinally nitrogen-disubstituted aromatics and azacycles. Here we report the Rh-catalyzed cyclotrimerization of alkynyl yndiamides with alkynes, the regiochemical outcome of which is controlled by the electronic properties of the alkyne partner, enabling the formation of 7-aminoindolines with excellent selectivity (up to >20:1 r.r.). We also report a complementary synthesis of bicyclic 1,2-dianiline derivatives by cyclotrimerization of yndiamides with terminal diynes, where slow addition of the diyne overcomes self-dimerization.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, pdf, 2.3MB, Terms of use)
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- Publisher copy:
- 10.1021/acs.orglett.2c02770
Authors
- Publisher:
- American Chemical Society
- Journal:
- Organic Letters More from this journal
- Volume:
- 24
- Issue:
- 41
- Pages:
- 7522-7526
- Publication date:
- 2022-10-10
- Acceptance date:
- 2022-10-10
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- Pmid:
-
36214595
- Language:
-
English
- Keywords:
- Pubs id:
-
1286189
- Local pid:
-
pubs:1286189
- Deposit date:
-
2022-11-23
Terms of use
- Copyright holder:
- Smith et al.
- Copyright date:
- 2022
- Rights statement:
- © 2022 The Authors. Published by American Chemical Society. This is an open access article published under CC BY 4.0.
- Licence:
- CC Attribution (CC BY)
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