Lewis acid- and/or Lewis base-catalyzed [3+2] cycloaddition reaction: synthesis of pyrazoles and pyrazolines

Krishna, Palakodety Radha; Sekhar, Empati Raja; Mongin, Florence

doi:10.1016/j.tetlet.2008.09.037

Cited by 53 publications

(39 citation statements)

References 25 publications

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“…1,3-Dipolar cycloaddition of ethyl diazoacetate with various activated olefins using DABCO as a catalyst under solvent-free conditions at ambient temperature to afford 3,5-disubstituted pyrazolines and pyrazoles in moderate to good yields was reported (Scheme 32) [60]. …”

Section: Synthesis Of Pyrazoles and Pyrazolinesmentioning

confidence: 99%

1,4-Diazabicyclo[2.2.2]octane (DABCO) as a useful catalyst in organic synthesis

Baghernejad

2010

Eur. J. Chem.

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KEYWORDS1,4-diazabicyclo[2.2.2]octane (DABCO) has been used in many organic preparations as a good solid catalyst. DABCO has received considerable attention as an inexpensive, ecofriendly, high reactive, easy to handle and non-toxic base catalyst for various organic transformations, affording the corresponding products in excellent yields with high selectivity. In this review, some applications of this catalyst in organic reactions were discussed.

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Section: Synthesis Of Pyrazoles and Pyrazolinesmentioning

confidence: 99%

1,4-Diazabicyclo[2.2.2]octane (DABCO) as a useful catalyst in organic synthesis

Baghernejad

2010

Eur. J. Chem.

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“…A classical synthesis of these compounds involves the condensation of a,b-unsaturated carbonyl compounds with hydrazines (35). Pyrazoline is also synthesized by using microwave irradiation and ultrasound irradiation (36,37 (43), and Lewis acid/Lewis bases (44). The combination of solvents, costly chemicals/catalyst, and long reaction time make these methods environmentally hazardous.…”

Section: Nh 2 Nh 2 H 2 O + Introductionmentioning

confidence: 99%

An atom efficient, green synthesis of 2-pyrazoline derivatives under solvent-free conditions using grinding technique

Zangade

Mokle

Shinde

et al. 2012

Green Chemistry Letters and Reviews

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A simple, rapid, efficient, and environmentally benign procedure for synthesis of 2-pyrazoline derivatives has been achieved by reacting 2 ? -hydroxychalcones with hydrazine hydrate under solvent-free grinding technique.The short reaction time, cleaner reaction, easy workup, higher yields, and mild reaction conditions make this protocol practical and economically attractive in comparison with the classical reaction.

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“…Pyrazoline is also synthesized by using microwave irradiation [10], tungsten light irradiation [11], and ultrasound irradiation [12]. Recently, various modified methods have been reported for synthesis of 2-pyrazolines by using different catalysts such as KHSO 4 [13][14][15][16][17][18][19]. Greener and environmentally benign syntheses of 2-pyrazolines using solvent-free grindstone technique were reported [20].…”

Section: Resultsmentioning

confidence: 99%