A facile synthesis of steroidal pyrazoles, isoxazoles and pyrimidines from testosterone

959-966Synthesis of 17-hydroxy-androst-4-eno[3,2-c]pyrazole 3, 17-hydroxy-androst-4-eno[3,2-c]-[1' H]-5'-methylthiopyrazole 4, 17-hydroxy-androst-4-eno[2,3-d]isoxazole 5, 17-hydroxy-androst-4-eno[2,3-d] -[1' H]-3'-methylthio isoxazole 6, 17bhydroxy-androst-4-eno[3,2-d]-2'-amino-6'-ethoxypyrimidine 7, 17,2'-dihydroxy-androst-4-eno[3,2-d]-6'-ethoxypyrimidine 8, 17-hydroxy-androst-4-eno[3,2-d]-2'-thiolo-6'-ethoxypyrimidine 9, 17-hydroxy-4-androsteno[3,2-d]-2'-amino-6'­ethoxypyrimidine 10, 17,2'-Dihydroxy-4-androsteno[3,2-d]-6'-ethoxypyrimidine 11 and 17-hydroxy-4-androsteno[3,2-d]­2'-thiolo-6'-ethoxypyrimidine 12, from 2-ethoxymethylene-4-androsten-3-one 1 and 2-bis(methylthio)methylene-4-androsten­3-one 2 are reported