Caro's Acid–Silica Gel: An Efficient and Versatile Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives

An efficient one-pot synthesis of tetrahydrobenzo[b]pyran is described. This involved the three-component reaction of aromatic aldehydes, molononitrile, and dimedone in the presence of a catalytic amount of Caro's acid supported on silica gel in ethanol/water under reflux.

[1]  N. Karimi,et al.  Caro's Acid–Silica Gel–Catalyzed One-Pot Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[a] Xanthen-11-ones , 2010 .

[2]  G. Sabitha,et al.  Cerium(III) Chloride–Catalyzed One-Pot Synthesis of Tetrahydrobenzo[b]pyrans , 2009 .

[3]  S. Majedi,et al.  Sodium selenate catalyzed simple and efficient synthesis of tetrahydro benzo[b]pyran derivatives , 2008 .

[4]  S. Balalaie,et al.  Tetra-methyl ammonium hydroxide: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media , 2007 .

[5]  A. Amani,et al.  (S)‐Proline as a Neutral and Efficient Catalyst for the One‐Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives in Aqueous Media. , 2006 .

[6]  A. Amani,et al.  (S)-Proline as a Neutral and Efficient Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives in Aqueous Media , 2006 .

[7]  Jieping Zhu,et al.  Synthesis of chiral vicinal diamines by highly diastereoselective three-component phenolic Mannich reaction: temperature-dependent stereodivergency. , 2005, Organic letters.

[8]  P. Bhuyan,et al.  Sodium Bromide Catalyzed One-Pot Synthesis of Tetrahydrobenzo[b]pyrans via a Three-Component Cyclocondensation under Microwave Irradiation and Solvent-Free Conditions. , 2005 .

[9]  P. Bhuyan,et al.  Sodium bromide catalysed one-pot synthesis of tetrahydrobenzo[b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent free conditions , 2004 .

[10]  G. Kaupp,et al.  Solvent-free Knoevenagel condensations and Michael additions in the solid state and in the melt with quantitative yield , 2003 .

[11]  Jieping Zhu.  Recent Developments in the Isonitrile‐Based Multicomponent Synthesis of Heterocycles , 2003 .

[12]  I. Ugi,et al.  Stereoselective U-4CRS with 1-amino-5-desoxy-5-thio-2,3,4-O-isobutanoyl-β-d-xylopyranose: an effective and selectively removable chiral auxiliary , 2002 .

[13]  M. Lakouraj,et al.  Caro′s Acid Supported on Silica Gel. Part 1. Oxidative Coupling of Thiols to Disulfides. , 1999 .

[14]  S. Marcaccini,et al.  A Facile Synthesis of β‐Lactams Based on the Isocyanide Chemistry. , 1997 .

[15]  S. Marcaccini,et al.  A Facile Synthesis of β-Lactams Based on the Isocyanide Chemistry , 1997 .

[16]  John M. Evans.  Potassium Channels And Their Modulators: From Synthesis To Clinical Experience , 1996 .

[17]  V. Sundaramurthy,et al.  Synthesis of Coumarins with 3:4-Fused Ring Systems and their Physiological Activity , 1982 .