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Practical synthesis of 7-prenylindole.

ABSTRACT: 7-Prenylindole is a useful building block for natural product and natural product analogue synthesis. While there have been several past syntheses of 7-prenylindole, none of them is very practical for its preparation on scale. Using an aza-Claisen rearrangement as the key step, 7-prenylindole has been prepared in four steps from indoline in 62% overall yield.

SUBMITTER: Xiong X

PROVIDER: S-EPMC2556248 | biostudies-literature | 2007 Jul

REPOSITORIES: biostudies-literature

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Practical synthesis of 7-prenylindole.

Xiong Xin X Pirrung Michael C MC

The Journal of organic chemistry 20070620 15

7-Prenylindole is a useful building block for natural product and natural product analogue synthesis. While there have been several past syntheses of 7-prenylindole, none of them is very practical for its preparation on scale. Using an aza-Claisen rearrangement as the key step, 7-prenylindole has been prepared in four steps from indoline in 62% overall yield. ...[more]

PMID: 17580906

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