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Monday, August 24 • 2:40pm - 3:20pm
[0132] Can Ketones Be Productive Dienophiles For IEDDA Reactions?

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The development of the inverse electron demand Diels-Alder (IEDDA) reactions of 1,3,5-triazines has led to the total syntheses of a series of pyrimidine-containing natural products and the preparation of highly functionalized pyrimidine heterocycles.1 The dienophiles of these IEDDA reactions have been limited to electron-rich alkenes and alkynes, such as enamines, ynamines and amidines. Recently, we have discovered that ketones could be employed directly as productive dienophiles in the 1,3,5-triazine IEDDA reactions under conditions, such as using catalytic amount of hydrazine and trifluoroacetic acid. For examples, pyrimidine fused heterocycle 1 and functionalized pyridine-4-amine 2 may be prepared in moderate to excellent yields by applications of the new methods. The details of these investigations will be discussed.

Invited Lecturers
avatar for Xu Bai

Xu Bai

Chief Executive Officer and President, Changchun Discovery Sciences, Ltd.
Bai Xu, Ph.D. founded Changchun Discovery Sciences, Ltd. and serves as its Chief Executive Officer and President. Dr. Xu served as a Group Leader and Lead Chemist in the Advanced Technology Division and Leader of the Cardiovascular Project at CombiChem, Inc. He served as Research... Read More →

Monday August 24, 2015 2:40pm - 3:20pm
MCC Theater