Synthetic communications

Efficient synthesis of deoxybenzoins from chalcones

P Mathew, D Mathew, CV Asokan

Index: Mathew, Paulson; Mathew, Daliya; Asokan Synthetic Communications, 2007 , vol. 37, # 5 p. 661 - 665

Full Text: HTML

Citation Number: 17

Abstract

Abstract β??Ketoaldehydes derived from chalcone epoxides by Lewis acid–catalyzed rearrangement underwent smooth deformylation when refluxed in tetrahydrofuran (THF) in the presence of ethylenediamine, affording deoxybenzoins in excellent yields. The method is general and useful for the preparation of deoxybenzoins with a variety of substitution patterns.

Related Articles:

Metal-Free Reductive Cleavage of C− O σ-bonds in Acyloin Derivatives by an Organic Neutral Super-Electron-Donor†

[Cutulic, Sylvain P. Y.; Findlay, Neil J.; Zhou, Sheng-Ze; Chrystal, Ewan J. T.; Murphy, John A. Journal of Organic Chemistry, 2009 , vol. 74, # 22 p. 8713 - 8718]

Metal-Free Reductive Cleavage of C− O σ-bonds in Acyloin Derivatives by an Organic Neutral Super-Electron-Donor†

[Cutulic, Sylvain P. Y.; Findlay, Neil J.; Zhou, Sheng-Ze; Chrystal, Ewan J. T.; Murphy, John A. Journal of Organic Chemistry, 2009 , vol. 74, # 22 p. 8713 - 8718]

Metal-Free Reductive Cleavage of C− O σ-bonds in Acyloin Derivatives by an Organic Neutral Super-Electron-Donor†

[Cutulic, Sylvain P. Y.; Findlay, Neil J.; Zhou, Sheng-Ze; Chrystal, Ewan J. T.; Murphy, John A. Journal of Organic Chemistry, 2009 , vol. 74, # 22 p. 8713 - 8718]

Reactions of Aroyl Chlorides with Samarium Metal in DMF—Controllable Syntheses of O??Aroylbenzoins, 1, 2??Diarylethanones, and (Z)?螃?, α′??Stilbenediol …

[Liu, Yongjun; Wang, Xiaoxia; Zhang, Yongmin Synthetic Communications, 2004 , vol. 34, # 21 p. 4009 - 4022]

Novel rearrangements of. ALPHA.-N-alkylamido-substituted sulfides and sulfones.

[Ishikawa, Yoshiharu; Kurebayashi, Yasuo; Suzuki, Kunio; Terao, Yoshiyasu; Sekiya, Minoru Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 9 p. 2496 - 2502]

More Articles...