Title:
METHODS FOR SYNTHESIZING DEUTERATED FORMYLINDOLES
Document Type and Number:
WIPO Patent Application WO/2023/250348
Kind Code:
A3
Abstract:
Exemplary materials, methods and techniques disclosed and contemplated herein generally relate to the photochemical synthesis of various deuterated 3-formyl indoles using deuterated glyoxylic acid (CDOCO2D).
Inventors:
WANG WEI (US)
Application Number:
PCT/US2023/068774
Publication Date:
March 14, 2024
Filing Date:
June 21, 2023
Export Citation:
Assignee:
UNIV ARIZONA (US)
International Classes:
C07D209/42
Domestic Patent References:
| WO2021045879A1 | 2021-03-11 | |||
| WO2021118827A1 | 2021-06-17 |
Other References:
BARRETT SETH M., SLATTERY SAMUEL A., MILLER ALEXANDER J. M.: "Photochemical Formic Acid Dehydrogenation by Iridium Complexes: Understanding Mechanism and Overcoming Deactivation", ACS CATALYSIS, AMERICAN CHEMICAL SOCIETY, US, vol. 5, no. 11, 6 November 2015 (2015-11-06), US , pages 6320 - 6327, XP093149536, ISSN: 2155-5435, DOI: 10.1021/acscatal.5b01995
DONG YUE, LI XIANGMIN, JI PENG, GAO FENG, MENG XIANG, WANG WEI: "Synthesis of C-1 Deuterated 3-Formylindoles by Organophotoredox Catalyzed Direct Formylation of Indoles with Deuterated Glyoxylic Acid", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 24, no. 28, 22 July 2022 (2022-07-22), US , pages 5034 - 5039, XP093149538, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.2c01768
XUE JING, ZHANG YU-SHAN, HUAN ZHEN, YANG JIN-DONG, CHENG JIN-PEI: "Catalytic Vilsmeier–Haack Reactions for C1-Deuterated Formylation of Indoles", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 87, no. 22, 18 November 2022 (2022-11-18), pages 15539 - 15546, XP093149540, ISSN: 0022-3263, DOI: 10.1021/acs.joc.2c02085
DONG YUE, LI XIANGMIN, JI PENG, GAO FENG, MENG XIANG, WANG WEI: "Synthesis of C-1 Deuterated 3-Formylindoles by Organophotoredox Catalyzed Direct Formylation of Indoles with Deuterated Glyoxylic Acid", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 24, no. 28, 22 July 2022 (2022-07-22), US , pages 5034 - 5039, XP093149538, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.2c01768
XUE JING, ZHANG YU-SHAN, HUAN ZHEN, YANG JIN-DONG, CHENG JIN-PEI: "Catalytic Vilsmeier–Haack Reactions for C1-Deuterated Formylation of Indoles", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 87, no. 22, 18 November 2022 (2022-11-18), pages 15539 - 15546, XP093149540, ISSN: 0022-3263, DOI: 10.1021/acs.joc.2c02085
Attorney, Agent or Firm:
BAYLY, Alison A. et al. (US)
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