Reactivity of Morita-Baylis-Hillman Adducts in C-H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles

Cited 5 time in webofscience Cited 0 time in scopus
  • Hit : 95
  • Download : 0
The rhodium(III)-catalyzed cross-coupling of (hetero)aryl nitrones with Morita-Baylis-Hillman (MBH) adducts is described. An allylated intermediate derived from aryl nitrones and MBH adducts allows the formation of bridged cyclic compounds via an exotype [3 + 2] cycloaddition. In sharp contrast, electron-rich indolinyl or aniline substrates were found to couple with MBH adducts to generate naphthalene or carbazole derivatives, respectively.
Publisher
AMER CHEMICAL SOC
Issue Date
2018-08
Language
English
Article Type
Article
Keywords

N-HETEROCYCLES; ACTIVATION; ALLYLATION; ALKYNES; ARYLNITRONES; CYCLIZATION; ANNULATION; CATALYSIS; INDOLES; ARENES

Citation

ORGANIC LETTERS, v.20, no.15, pp.4632 - 4636

ISSN
1523-7060
DOI
10.1021/acs.orglett.8b01910
URI
http://hdl.handle.net/10203/245572
Appears in Collection
CH-Journal Papers(저널논문)
Files in This Item
There are no files associated with this item.
This item is cited by other documents in WoS
⊙ Detail Information in WoSⓡ Click to see webofscience_button
⊙ Cited 5 items in WoS Click to see citing articles in records_button

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0