An efficient, multicomponent synthesis of aminoalkylnaphthols via Betti reaction using ZSM‐5 as a recoverable and reusable catalyst

Rangappa S. Keri; Mahadeo Patil; Srinivasa Budagumpi; Balappa S. Sasidhar

doi:10.1002/aoc.6316

journal article May 25, 2021

An efficient, multicomponent synthesis of aminoalkylnaphthols via Betti reaction using ZSM‐5 as a recoverable and reusable catalyst

Rangappa S. Keri

Mahadeo Patil

Srinivasa Budagumpi

Balappa S. Sasidhar

Applied Organometallic Chemistry Vol. 35 No. 9 · Wiley

View at Publisher Save 10.1002/aoc.6316

Abstract

The design and application of environmentally friendly catalysts to reduce the number of toxic wastes are critical for improving the chemical synthetic protocols. A simple, mild, efficient, and eco‐friendly method was developed for the synthesis of a series of Betti bases, 1‐(α‐aminoalkyl)naphthols, via a one‐pot, multi‐component reaction from aldehydes, β‐naphthol and secondary amines in the presence of H‐ZSM‐5 as a catalyst at room temperature. The key advantages of the new protocol are environmentally friendly as it offers some interesting promising reaction prerequisites such as mild condition, safe, minimal waste, low cost, short reaction time and atom efficiency, easy workup, high to excellent yields, and possessing excellent functional group tolerance to synthesize structurally diverse derivatives. The catalyst is readily recovered by simple decantation and recycled several times with no significant loss in the catalytic activity.

Topics

No keywords indexed for this article. Browse by subject →

References

52

[1]

10.1002/3527605118

[2]

10.1351/pac200173010187

[3]

10.1002/anie.199502591

[4]

10.1007/s00706-010-0342-0

[5]

10.1002/1521-3773(20000915)39:18<3168::aid-anie3168>3.0.co;2-u

[6]

10.3762/bjoc.7.110

[7]

10.1021/ar800214s

[8]

10.15227/orgsyn.009.0060

[9]

Betti M. Gazz. Chim. Ital. (1901)

[10]

Betti M. (1941)

[11]

Gomez P. G. Rev Colomb Cienc Quim. Farm. (1985)

[12]

10.1016/s0223-5234(00)00174-4

[13]

10.1039/c5gc00384a

[14]

10.1021/acs.joc.7b02844

[15]

10.1021/jacs.5b02313

[16]

10.1016/j.ejmech.2009.12.058

[17]

10.1016/j.bmc.2010.10.017

[18]

10.1021/jm00341a004

[19]

10.1248/cpb.44.605

[20]

10.1016/0223-5234(91)90109-z

[21]

10.1128/jcm.38.6.2254-2260.2000

[22]

10.1002/jhet.5570410310

[23]

10.1016/j.tet.2006.09.037

[24]

10.1016/j.tetasy.2010.03.020

[25]

10.1016/s0040-4039(02)01985-8

[26]

10.1039/c9ra02813g

[27]

10.1016/j.tetlet.2007.11.126

[28]

10.1016/j.tetasy.2007.05.005

[29]

10.1016/j.tetasy.2007.03.030

[30]

10.1021/ja8044629

[31]

10.1016/j.arabjc.2017.10.009

[32]

10.1016/j.molcata.2013.08.028

[33]

10.1016/j.tetlet.2009.07.116

[34]

10.1016/j.cclet.2011.12.002

[35]

10.1007/s13738-012-0208-y

[36]

10.1016/j.apcata.2013.11.002

[37]

10.1016/j.cclet.2011.10.008

[38]

10.1016/j.molcata.2006.07.077

[39]

10.1016/j.tetlet.2011.07.075

[40]

10.1016/j.tetlet.2012.06.022

[41]

10.1016/j.tetlet.2020.152270

[42]

10.1016/j.mcat.2019.110415

[43]

10.1007/s00706-018-2169-z

[44]

10.1016/s1387-1811(00)00190-6

[45]

Lu R. J. Nat. Gas Chem. (2003)

[46]

10.1007/s00706-011-0646-8

[47]

10.1002/aoc.5544

[48]

10.1080/00304948.2019.1577121

[49]

10.1016/j.crci.2016.12.008

[50]

10.1016/j.cdc.2018.08.001

Showing 50 of 52 references

Metrics

9

Citations

52

References

Details

Published: May 25, 2021
Vol/Issue: 35(9)
License: View

Authors

R

Rangappa S. Keri

Centre for Nano and Material Sciences Jain University, Jain Global Campus Bangalore India

M

Mahadeo Patil

Centre for Nano and Material Sciences Jain University, Jain Global Campus Bangalore India

S

Srinivasa Budagumpi

Centre for Nano and Material Sciences Jain University, Jain Global Campus Bangalore India

B

Balappa S. Sasidhar

Academy of Scientific and Innovative Research (AcSIR) New Delhi India; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR) National Institute for Interdisciplinary Science and Technology (NIIST) Thiruvananthapuram India

Funding

Jain University

Cite This Article

Rangappa S. Keri, Mahadeo Patil, Srinivasa Budagumpi, et al. (2021). An efficient, multicomponent synthesis of aminoalkylnaphthols via Betti reaction using ZSM‐5 as a recoverable and reusable catalyst. Applied Organometallic Chemistry, 35(9). https://doi.org/10.1002/aoc.6316

An efficient, multicomponent synthesis of aminoalkylnaphthols via Betti reaction using ZSM‐5 as a recoverable and reusable catalyst

You May Also Like