Journal
ORGANIC LETTERS
Volume 20, Issue 21, Pages 6920-6924Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03063
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Funding
- DST/INSPIRE [Faculty Award/2013/DST/INSPIRE/04/2013/000681]
- Council of Scientific and Industrial Research, India [02(0322)/17/EMR-II]
- UGC, India
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A one-pot, protecting-group-free benzannulation of 2-alkenylindoles with readily available 1,3-dicarbonyls is demonstrated to construct structurally diverse carbazoles. The use of a cheap Bronsted acid catalyst and air as the sole oxidant exemplifies the economic viability of this protocol. The execution of four different reactions successively to generate the medicinally important indolocarbazole core is also achieved. This one-pot protecting-group-free method paved the way for the total synthesis of three medicinally important alkaloids, namely staurosporinone, arcyriaflavin A, and 7-hydroxy-K252c.
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