In:
Organic & Biomolecular Chemistry, Royal Society of Chemistry (RSC), Vol. 19, No. 40 ( 2021), p. 8783-8788
Abstract:
Catalyst-controlled switchable domino reactions between azadienes bearing a benzothiophene moiety and isatin-derived MBH carbonates were developed. The [4 + 1] annulation was triggered in the presence of DABCO, giving a variety of benzothiophene fused pyrrole derivatives, while the [4 + 3] annulation occurred when changing the catalyst to DMAP. Furthermore, the [3 + 2] annulation mode was observed with the use of catalytic Ph 2 PMe. Additionally, the synthetic utility of these domino reactions was demonstrated by gram-scale experiments and simple transformations of the products. To the best of our knowledge, catalyst-controlled synthesis of benzothiophene fused or spiro derivatives has rarely been reported.
Type of Medium:
Online Resource
ISSN:
1477-0520
,
1477-0539
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2021
detail.hit.zdb_id:
2097583-1
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