Journal
ORGANIC LETTERS
Volume 18, Issue 15, Pages 3750-3753Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01775
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Funding
- NSF [CHE-1362959]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1362959] Funding Source: National Science Foundation
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The cascade photoassisted synthetic strategy for accessing complex N,O-polyheterocycles of unprecedented molecular architecture is developed. It is based on intramolecular cycloadditions of aza-o-xylylenes formed in situ via excited-state intramolecular proton transfer (ESIPT) of o-acylanilides. The photoprecursors are synthesized via a two-step one-pot method from readily available starting materials. The photochemical cascade (one experimentally simple step) results in the formation of four new heterocyclic rings with high control of diastereoselectivity.
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