	US 12,459,893 B2
	Indole-ynone mediated benzoannulation process for the preparation of carbazoles, carbazomycin A, calothrixin B and staurosporinone
Srihari Pabbaraja, Hyderabad (IN); Goverdhan Mehta, Hyderabad (IN); Ramesh Samineni, Hyderabad (IN); and Shweta Singh, Hyderabad (IN)
Assigned to Council of Scientific & Industrial Research, New Delhi (IN)
Appl. No. 17/442,828
Filed by COUNCIL FOR SCIENTIFIC & INDUSTRIAL RESEARCH, New Delhi (IN)
PCT Filed Mar. 24, 2020, PCT No. PCT/IN2020/050275 § 371(c)(1), (2) Date Sep. 24, 2021, PCT Pub. No. WO2020/202180, PCT Pub. Date Oct. 8, 2020.
Claims priority of application No. 201911012434 (IN), filed on Mar. 29, 2019.
Prior Publication US 2022/0169609 A1, Jun. 2, 2022
Int. Cl. C07D 209/88 (2006.01)

CPC C07D 209/88 (2013.01)

1 Claim

1. A compound selected from the group consisting of:

9-Methyl-2-phenyl-9H-carbazol-4-ol (6a);

9-Benzyl-2-phenyl-9H-carbazol-4-ol (6b);

9-Allyl-2-phenyl-9H-carbazol-4-ol (6c);

9-Methyl-2-(m-tolyl)-9H-carbazol-4-ol (6d);

2-(4-Ethylphenyl)-9-methyl-9H-carbazol-4-ol (6e);

2-(4-Methoxyphenyl)-9-methyl-9H-carbazol-4-ol (6f);

2-Butyl-9-methyl-9H-carbazol-4-ol (6g);

2-Cyclopropyl-9-methyl-9H-carbazol-4-ol (6h);

6-Methoxy-9-methyl-2-phenyl-9H-carbazol-4-ol (6i);

1,9-Dimethyl-2-phenyl-9H-carbazol-4-ol (6j);

1-Ethyl-9-methyl-2-phenyl-9H-carbazol-4-ol (6k);

Methyl 3-(4-hydroxy-9-methyl-2-phenyl-9H-carbazol-1-yl)propanoate (61);

9-Benzyl-1,2-dimethyl-9H-carbazol-4-ol (6m);

Ethyl 4-hydroxy-9-methyl-2-phenyl-9H-carbazole-3-carboxylate (7a);

Ethyl 2-cyclopropyl-4-hydroxy-9-methyl-9H-carbazole-3-carboxylate (7b);

Ethyl 4-hydroxy-6-methoxy-9-methyl-2-phenyl-9H-carbazole-3-carboxylate (7c);

(4-hydroxy-9-methyl-2-phenyl-9H-carbazol-3-yl)(phenyl)methanone (7d);

(2-(2-fluorophenyl)-4-hydroxy-9-methyl-9H-carbazol-3-yl)(phenyl)methanone (7e);

(4-Hydroxy-6-methoxy-9-methyl-2-phenyl-9H-carbazol-3-yl)(phenyl)methanone (7f);

9-Benzyl-1-nitro-2-phenyl-9H-carbazol-4-ol (8a);

2-(4-Fluorophenyl)-9-methyl-1-nitro-9H-carbazol-4-ol (8b);

2-(4-Butylphenyl)-9-methyl-1-nitro-9H-carbazol-4-ol (8c);

2-Butyl-9-methyl-1-nitro-9H-carbazol-4-ol (8d);

Ethyl 9-benzyl-4-hydroxy-1-nitro-2-phenyl-9H-carbazole-3-carboxylate (8e);

Ethyl 2-(4-fluorophenyl)-4-hydroxy-9-methyl-1-nitro-9H-carbazole-3-carboxylate (8f);

(4-Hydroxy-9-methyl-1-nitro-2-phenyl-9H-carbazol-3-yl)(phenyl)methanone (8g);

(2-(4-Butylphenyl)-4-hydroxy-9-methyl-1-nitro-9H-carbazol-3-yl)(phenyl)methanone (8h); and

(2-Cyclopropyl-4-hydroxy-9-methyl-1-nitro-9H-carbazol-3-yl)(phenyl)methanone (8i).