Methanal extrusion in ipso-substitution reactions of hydroxymethylindoles

Jeremy C. Dobrowolski; Kittiya Somphol; Mardi Santoso; Hung Duong; Christopher R. Gardner; Naresh Kumar; David St C. Black

doi:10.1071/CH17257

Methanal extrusion in ipso-substitution reactions of hydroxymethylindoles

Jeremy C. Dobrowolski
, Kittiya Somphol
, Mardi Santoso
, Hung Duong
, Christopher R. Gardner
, Naresh Kumar
, David St C. Black^*

^*Corresponding author for this work

University of New South Wales

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

A range of 3-hydroxymethylindoles undergo acid-catalysed reactions involving ipso-electrophilic substitution with the extrusion of methanal and the formation of diindolylmethane moieties. Both inter-and intramolecular processes lead to macrocyclic compounds 10 and 14.

Original language	English
Pages (from-to)	1188-1195
Number of pages	8
Journal	Australian Journal of Chemistry
Volume	70
Issue number	11
DOIs	https://doi.org/10.1071/CH17257
Publication status	Published - 2017
Externally published	Yes

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10.1071/CH17257

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@article{7e17f2acd918466787a75ddb4fb497f4,

title = "Methanal extrusion in ipso-substitution reactions of hydroxymethylindoles",

abstract = "A range of 3-hydroxymethylindoles undergo acid-catalysed reactions involving ipso-electrophilic substitution with the extrusion of methanal and the formation of diindolylmethane moieties. Both inter-and intramolecular processes lead to macrocyclic compounds 10 and 14.",

author = "Dobrowolski, \{Jeremy C.\} and Kittiya Somphol and Mardi Santoso and Hung Duong and Gardner, \{Christopher R.\} and Naresh Kumar and Black, \{David St C.\}",

note = "Publisher Copyright: {\textcopyright} CSIRO 2017.",

year = "2017",

doi = "10.1071/CH17257",

language = "English",

volume = "70",

pages = "1188--1195",

journal = "Australian Journal of Chemistry",

issn = "0004-9425",

publisher = "CSIRO",

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TY - JOUR

T1 - Methanal extrusion in ipso-substitution reactions of hydroxymethylindoles

AU - Dobrowolski, Jeremy C.

AU - Somphol, Kittiya

AU - Santoso, Mardi

AU - Duong, Hung

AU - Gardner, Christopher R.

AU - Kumar, Naresh

AU - Black, David St C.

PY - 2017

Y1 - 2017

N2 - A range of 3-hydroxymethylindoles undergo acid-catalysed reactions involving ipso-electrophilic substitution with the extrusion of methanal and the formation of diindolylmethane moieties. Both inter-and intramolecular processes lead to macrocyclic compounds 10 and 14.

AB - A range of 3-hydroxymethylindoles undergo acid-catalysed reactions involving ipso-electrophilic substitution with the extrusion of methanal and the formation of diindolylmethane moieties. Both inter-and intramolecular processes lead to macrocyclic compounds 10 and 14.

UR - https://www.scopus.com/pages/publications/85032703055

U2 - 10.1071/CH17257

DO - 10.1071/CH17257

M3 - Article

AN - SCOPUS:85032703055

SN - 0004-9425

VL - 70

SP - 1188

EP - 1195

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 11

ER -

Methanal extrusion in ipso-substitution reactions of hydroxymethylindoles

Abstract

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