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A Rapid One‐Pot Five Component Sequential Access to Novel Imidazo[2,1‐b]thiazinyl‐α‐aminophosphonates
Author(s) -
Kaur Tanpreet,
Saha Debasmita,
Singh Neetu,
Singh Udai P.,
Sharma Anuj
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600070
Subject(s) - reagent , chemistry , thiazine , combinatorial chemistry , aryl , solvent , catalysis , microwave irradiation , reaction conditions , functional group , medicinal chemistry , organic chemistry , alkyl , polymer
A facile and rapid entry towards assembly of novel imidazo[2,1‐ b ][1,3]thiazinyl‐α‐aminophosphonate scaffolds through a one‐pot, sequential reaction of 2‐amino‐4 H ‐1,3‐thiazine‐3‐one, dialdehydes, isocyanides, aromatic amines and dialkyl/aryl phosphites is demonstrated. Successive sequencing of Groebke‐Blackburn‐Bienaymé (GBB) reaction with Kabachnik Field's reaction results in the efficient formation of novel bis‐ heterocyclic frameworks. The highlights of the present protocol include survival of the aldehydic group post GBB without any protection. Additionally, simplicity of execution excluding both solvent and catalyst, cheap reagents, excellent functional group tolerance under minutes of microwave irradiation justify it to be a green protocol.