Journal
ORGANIC LETTERS
Volume 17, Issue 24, Pages 6270-6273Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03319
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Funding
- Science and Engineering Research Board (SERB-DST), Government of India [SR/S1/OC/12/2012]
- Alexander von Humboldt Foundation
- CSIR
- UGC
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The transition-Metal-free multicomponent coupling of arynes, aromatic tertiary amines, and aldehydes proceeding via the aryl to aryl amino group migration has been demonstrated. This protocol allows rapid access to ortho-functionalized tertiary amines in moderate to good yields. Moreover, activated ketones can also be used as the aldehyde Component in the present reaction. The similarity of the aryl-aryl tertiary amino group migration with the Smiles rearrangement is striking.
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